chore: update version to 0.1.5.post1

- Inject `thinking={"type": "enabled|disabled"}` via extra_body for
  Kimi thinking-capable models (kimi-k2.5, k2.6-code-preview).
- Add _is_kimi_thinking_model helper to handle both bare slugs and
  OpenRouter-style prefixed names (e.g. moonshotai/kimi-k2.5).
- reasoning_effort="minimal" maps to disabled; any other value enables it.
- Add tests for enabled/disabled states and OpenRouter prefix handling.

.gitignore

@@ -1,26 +1,86 @@
+# Project-specific
 .worktrees/
 .assets
 .docs
 .env
 .web
+
+# Python bytecode & caches
 *.pyc
-dist/
-build/
-*.egg-info/
-*.egg
-*.pycs
 *.pyo
 *.pyd
 *.pyw
 *.pyz
-*.pywz
-*.pyzz
+__pycache__/
+*.egg-info/
+*.egg
 .venv/
 venv/
-__pycache__/
-poetry.lock
 .pytest_cache/
-botpy.log
-nano.*.save
-.DS_Store
+.mypy_cache/
+.ruff_cache/
+.pytype/
+.dmypy.json
+dmypy.json
+.tox/
+.nox/
+.hypothesis/
+
+# Build & packaging
+dist/
+build/
+*.manifest
+*.spec
+pip-wheel-metadata/
+share/python-wheels/
+
+# Test & coverage
+.coverage
+.coverage.*
+htmlcov/
+coverage.xml
+*.cover
+
+# Lock files (project policy)
+poetry.lock
 uv.lock
+
+# Jupyter
+.ipynb_checkpoints/
+
+# macOS
+.DS_Store
+.AppleDouble
+.LSOverride
+
+# Windows
+Thumbs.db
+ehthumbs.db
+Desktop.ini
+
+# Linux
+.directory
+
+# Editors & IDEs (local workspace / user settings)
+.vscode/
+.cursor/
+.idea/
+.fleet/
+*.code-workspace
+*.sublime-project
+*.sublime-workspace
+*.swp
+*.swo
+*~
+nano.*.save
+
+# Environment & secrets (keep examples tracked if needed)
+.env.*
+!.env.example
+
+# Logs & temp
+*.log
+logs/
+tmp/
+temp/
+*.tmp

README.md

@@ -21,6 +21,14 @@
 
 ## 📢 News
 
+- **2026-04-13** 🛡️ Agent turn hardened — user messages persisted early, auto-compact skips active tasks.
+- **2026-04-12** 🔒 Lark global domain support, Dream learns discovered skills, shell sandbox tightened.
+- **2026-04-11** ⚡ Auto compact shrinks sessions on the fly; Kagi web search; QQ & WeCom full media.
+- **2026-04-10** 📓 Notebook editing tool, multiple MCP servers, Feishu streaming & done-emoji.
+- **2026-04-09** 🔌 WebSocket channel, unified cross-channel session, `disabled_skills` config.
+- **2026-04-08** 📤 API file uploads, OpenAI reasoning auto-routing with Responses fallback.
+- **2026-04-07** 🧠 Anthropic adaptive thinking, MCP resources & prompts exposed as tools.
+- **2026-04-06** 🛰️ Langfuse observability, unified Whisper transcription, email attachments.
 - **2026-04-05** 🚀 Released **v0.1.5** — sturdier long-running tasks, Dream two-stage memory, production-ready sandboxing and programming Agent SDK. Please see [release notes](https://github.com/HKUDS/nanobot/releases/tag/v0.1.5) for details.
 - **2026-04-04** 🚀 Jinja2 response templates, Dream memory hardened, smarter retry handling.
 - **2026-04-03** 🧠 Xiaomi MiMo provider, chain-of-thought reasoning visible, Telegram UX polish.
@@ -394,7 +402,8 @@ If you prefer to configure manually, add the following to `~/.nanobot/config.jso
       "enabled": true,
       "token": "YOUR_BOT_TOKEN",
       "allowFrom": ["YOUR_USER_ID"],
-      "groupPolicy": "mention"
+      "groupPolicy": "mention",
+      "streaming": true
     }
   }
 }
@@ -405,6 +414,7 @@ If you prefer to configure manually, add the following to `~/.nanobot/config.jso
 > - `"open"` — Respond to all messages
 > DMs always respond when the sender is in `allowFrom`.
 > - If you set group policy to open create new threads as private threads and then @ the bot into it. Otherwise the thread itself and the channel in which you spawned it will spawn a bot session.
+> `streaming` defaults to `true`. Disable it only if you explicitly want non-streaming replies.
 
 **5. Invite the bot**
 - OAuth2 → URL Generator
@@ -558,7 +568,11 @@ Uses **WebSocket** long connection — no public IP required.
       "verificationToken": "",
       "allowFrom": ["ou_YOUR_OPEN_ID"],
       "groupPolicy": "mention",
-      "streaming": true
+      "reactEmoji": "OnIt",
+      "doneEmoji": "DONE",
+      "toolHintPrefix": "🔧",
+      "streaming": true,
+      "domain": "feishu"
     }
   }
 }
@@ -568,6 +582,10 @@ Uses **WebSocket** long connection — no public IP required.
 > `encryptKey` and `verificationToken` are optional for Long Connection mode.
 > `allowFrom`: Add your open_id (find it in nanobot logs when you message the bot). Use `["*"]` to allow all users.
 > `groupPolicy`: `"mention"` (default — respond only when @mentioned), `"open"` (respond to all group messages). Private chats always respond.
+> `reactEmoji`: Emoji for "processing" status (default: `OnIt`). See [available emojis](https://open.larkoffice.com/document/server-docs/im-v1/message-reaction/emojis-introduce).
+> `doneEmoji`: Optional emoji for "completed" status (e.g., `DONE`, `OK`, `HEART`). When set, bot adds this reaction after removing `reactEmoji`.
+> `toolHintPrefix`: Prefix for inline tool hints in streaming cards (default: `🔧`).
+> `domain`: `"feishu"` (default) for China (open.feishu.cn), `"lark"` for international Lark (open.larksuite.com).
 
 **3. Run**
 
@@ -1043,6 +1061,30 @@ Connects directly to any OpenAI-compatible endpoint — LM Studio, llama.cpp, To
 ```
 
 > For local servers that don't require a key, set `apiKey` to any non-empty string (e.g. `"no-key"`).
+>
+> `custom` is the right choice for providers that expose an OpenAI-compatible **chat completions** API. It does **not** force third-party endpoints onto the OpenAI/Azure **Responses API**.
+>
+> If your proxy or gateway is specifically Responses-API-compatible, use the `azure_openai` provider shape instead and point `apiBase` at that endpoint:
+>
+> ```json
+> {
+>   "providers": {
+>     "azure_openai": {
+>       "apiKey": "your-api-key",
+>       "apiBase": "https://api.your-provider.com",
+>       "defaultModel": "your-model-name"
+>     }
+>   },
+>   "agents": {
+>     "defaults": {
+>       "provider": "azure_openai",
+>       "model": "your-model-name"
+>     }
+>   }
+> }
+> ```
+>
+> In short: **chat-completions-compatible endpoint → `custom`**; **Responses-compatible endpoint → `azure_openai`**.
 
 </details>
 
@@ -1304,6 +1346,7 @@ If you need to allow trusted private ranges such as Tailscale / CGNAT addresses,
 | `brave` | `apiKey` | `BRAVE_API_KEY` | No |
 | `tavily` | `apiKey` | `TAVILY_API_KEY` | No |
 | `jina` | `apiKey` | `JINA_API_KEY` | Free tier (10M tokens) |
+| `kagi` | `apiKey` | `KAGI_API_KEY` | No |
 | `searxng` | `baseUrl` | `SEARXNG_BASE_URL` | Yes (self-hosted) |
 | `duckduckgo` (default) | — | — | Yes |
 
@@ -1360,6 +1403,20 @@ If you need to allow trusted private ranges such as Tailscale / CGNAT addresses,
 }
 ```
 
+**Kagi:**
+```json
+{
+  "tools": {
+    "web": {
+      "search": {
+        "provider": "kagi",
+        "apiKey": "your-kagi-api-key"
+      }
+    }
+  }
+}
+```
+
 **SearXNG** (self-hosted, no API key needed):
 ```json
 {
@@ -1495,6 +1552,35 @@ MCP tools are automatically discovered and registered on startup. The LLM can us
 **Docker security**: The official Docker image runs as a non-root user (`nanobot`, UID 1000) with bubblewrap pre-installed. When using `docker-compose.yml`, the container drops all Linux capabilities except `SYS_ADMIN` (required for bwrap's namespace isolation).
 
 
+### Auto Compact
+
+When a user is idle for longer than a configured threshold, nanobot **proactively** compresses the older part of the session context into a summary while keeping a recent legal suffix of live messages. This reduces token cost and first-token latency when the user returns — instead of re-processing a long stale context with an expired KV cache, the model receives a compact summary, the most recent live context, and fresh input.
+
+```json
+{
+  "agents": {
+    "defaults": {
+      "idleCompactAfterMinutes": 15
+    }
+  }
+}
+```
+
+| Option | Default | Description |
+|--------|---------|-------------|
+| `agents.defaults.idleCompactAfterMinutes` | `0` (disabled) | Minutes of idle time before auto-compaction starts. Set to `0` to disable. Recommended: `15` — close to a typical LLM KV cache expiry window, so stale sessions get compacted before the user returns. |
+
+`sessionTtlMinutes` remains accepted as a legacy alias for backward compatibility, but `idleCompactAfterMinutes` is the preferred config key going forward.
+
+How it works:
+1. **Idle detection**: On each idle tick (~1 s), checks all sessions for expiration.
+2. **Background compaction**: Idle sessions summarize the older live prefix via LLM and keep the most recent legal suffix (currently 8 messages).
+3. **Summary injection**: When the user returns, the summary is injected as runtime context (one-shot, not persisted) alongside the retained recent suffix.
+4. **Restart-safe resume**: The summary is also mirrored into session metadata so it can still be recovered after a process restart.
+
+> [!TIP]
+> Think of auto compact as "summarize older context, keep the freshest live turns." It is not a hard session reset.
+
 ### Timezone
 
 Time is context. Context should be precise.
@@ -1517,6 +1603,52 @@ Common examples: `UTC`, `America/New_York`, `America/Los_Angeles`, `Europe/Londo
 
 > Need another timezone? Browse the full [IANA Time Zone Database](https://en.wikipedia.org/wiki/List_of_tz_database_time_zones).
 
+### Unified Session
+
+By default, each channel × chat ID combination gets its own session. If you use nanobot across multiple channels (e.g. Telegram + Discord + CLI) and want them to share the same conversation, enable `unifiedSession`:
+
+```json
+{
+  "agents": {
+    "defaults": {
+      "unifiedSession": true
+    }
+  }
+}
+```
+
+When enabled, all incoming messages — regardless of which channel they arrive on — are routed into a single shared session. Switching from Telegram to Discord (or any other channel) continues the same conversation seamlessly.
+
+| Behavior | `false` (default) | `true` |
+|----------|-------------------|--------|
+| Session key | `channel:chat_id` | `unified:default` |
+| Cross-channel continuity | No | Yes |
+| `/new` clears | Current channel session | Shared session |
+| `/stop` finds tasks | By channel session | By shared session |
+| Existing `session_key_override` (e.g. Telegram thread) | Respected | Still respected — not overwritten |
+
+> This is designed for single-user, multi-device setups. It is **off by default** — existing users see zero behavior change.
+
+### Disabled Skills
+
+nanobot ships with built-in skills, and your workspace can also define custom skills under `skills/`. If you want to hide specific skills from the agent, set `agents.defaults.disabledSkills` to a list of skill directory names:
+
+```json
+{
+  "agents": {
+    "defaults": {
+      "disabledSkills": ["github", "weather"]
+    }
+  }
+}
+```
+
+Disabled skills are excluded from the main agent's skill summary, from always-on skill injection, and from subagent skill summaries. This is useful when some bundled skills are unnecessary for your deployment or should not be exposed to end users.
+
+| Option | Default | Description |
+|--------|---------|-------------|
+| `agents.defaults.disabledSkills` | `[]` | List of skill directory names to exclude from loading. Applies to both built-in skills and workspace skills. |
+
 ## 🧩 Multiple Instances
 
 Run multiple nanobot instances simultaneously with separate configs and runtime data. Use `--config` as the main entrypoint. Optionally pass `--workspace` during `onboard` when you want to initialize or update the saved workspace for a specific instance.
@@ -1603,6 +1735,7 @@ Example config:
     }
   },
   "gateway": {
+    "host": "127.0.0.1",
     "port": 18790
   }
 }
@@ -1615,6 +1748,14 @@ nanobot gateway --config ~/.nanobot-telegram/config.json
 nanobot gateway --config ~/.nanobot-discord/config.json
 ```
 
+Each gateway instance also exposes a lightweight HTTP health endpoint on
+`gateway.host:gateway.port`. By default, the gateway binds to `127.0.0.1`,
+so the endpoint stays local unless you explicitly set `gateway.host` to a
+public or LAN-facing address.
+
+- `GET /health` returns `{"status":"ok"}`
+- Other paths return `404`
+
 Override workspace for one-off runs when needed:
 
 ```bash
@@ -1642,6 +1783,7 @@ time.
 
 - `memory/history.jsonl` stores append-only summarized history
 - `SOUL.md`, `USER.md`, and `memory/MEMORY.md` store long-term knowledge managed by Dream
+- `Dream` can also promote repeated workflows into reusable workspace skills under `skills/`
 - `Dream` runs on a schedule and can also be triggered manually
 - memory changes can be inspected and restored with built-in commands
 
@@ -1757,6 +1899,20 @@ By default, the API binds to `127.0.0.1:8900`. You can change this in `config.js
 - Single-message input: each request must contain exactly one `user` message
 - Fixed model: omit `model`, or pass the same model shown by `/v1/models`
 - No streaming: `stream=true` is not supported
+- **File uploads**: supports images, PDF, Word (.docx), Excel (.xlsx), PowerPoint (.pptx) via JSON base64 or `multipart/form-data` (max 10MB per file)
+- API requests run in the synthetic `api` channel, so the `message` tool does **not** automatically deliver to Telegram/Discord/etc. To proactively send to another chat, call `message` with an explicit `channel` and `chat_id` for an enabled channel.
+
+Example tool call for cross-channel delivery from an API session:
+
+```json
+{
+  "content": "Build finished successfully.",
+  "channel": "telegram",
+  "chat_id": "123456789"
+}
+```
+
+If `channel` points to a channel that is not enabled in your config, nanobot will queue the outbound event but no platform delivery will occur.
 
 ### Endpoints
 
@@ -1775,6 +1931,44 @@ curl http://127.0.0.1:8900/v1/chat/completions \
   }'
 ```
 
+### File Upload (JSON base64)
+
+Send images inline using the OpenAI multimodal content format:
+
+```bash
+curl http://127.0.0.1:8900/v1/chat/completions \
+  -H "Content-Type: application/json" \
+  -d '{
+    "messages": [{"role": "user", "content": [
+      {"type": "text", "text": "Describe this image"},
+      {"type": "image_url", "image_url": {"url": "data:image/png;base64,iVBOR..."}}
+    ]}]
+  }'
+```
+
+### File Upload (multipart/form-data)
+
+Upload any supported file type (images, PDF, Word, Excel, PPT) via multipart:
+
+```bash
+# Single file
+curl http://127.0.0.1:8900/v1/chat/completions \
+  -F "message=Summarize this report" \
+  -F "files=@report.docx"
+
+# Multiple files with session isolation
+curl http://127.0.0.1:8900/v1/chat/completions \
+  -F "message=Compare these files" \
+  -F "files=@chart.png" \
+  -F "files=@data.xlsx" \
+  -F "session_id=my-session"
+```
+
+Supported file types:
+- **Images**: PNG, JPEG, GIF, WebP (sent to AI as base64 for vision analysis)
+- **Documents**: PDF, Word (.docx), Excel (.xlsx), PowerPoint (.pptx) (text extracted and sent to AI)
+- **Text**: TXT, Markdown, CSV, JSON, etc. (read directly)
+
 ### Python (`requests`)
 
 ```python

docs/CHANNEL_PLUGIN_GUIDE.md

@@ -43,18 +43,33 @@ from typing import Any
 
 from aiohttp import web
 from loguru import logger
+from pydantic import Field
 
 from nanobot.channels.base import BaseChannel
 from nanobot.bus.events import OutboundMessage
+from nanobot.bus.queue import MessageBus
+from nanobot.config.schema import Base
+
+
+class WebhookConfig(Base):
+    """Webhook channel configuration."""
+    enabled: bool = False
+    port: int = 9000
+    allow_from: list[str] = Field(default_factory=list)
 
 
 class WebhookChannel(BaseChannel):
     name = "webhook"
     display_name = "Webhook"
 
+    def __init__(self, config: Any, bus: MessageBus):
+        if isinstance(config, dict):
+            config = WebhookConfig(**config)
+        super().__init__(config, bus)
+
     @classmethod
     def default_config(cls) -> dict[str, Any]:
-        return {"enabled": False, "port": 9000, "allowFrom": []}
+        return WebhookConfig().model_dump(by_alias=True)
 
     async def start(self) -> None:
         """Start an HTTP server that listens for incoming messages.
@@ -63,7 +78,7 @@ class WebhookChannel(BaseChannel):
         If it returns, the channel is considered dead.
         """
         self._running = True
-        port = self.config.get("port", 9000)
+        port = self.config.port
 
         app = web.Application()
         app.router.add_post("/message", self._on_request)
@@ -214,7 +229,7 @@ nanobot channels login <channel_name> --force  # re-authenticate
 | Method / Property | Description |
 |-------------------|-------------|
 | `_handle_message(sender_id, chat_id, content, media?, metadata?, session_key?)` | **Call this when you receive a message.** Checks `is_allowed()`, then publishes to the bus. Automatically sets `_wants_stream` if `supports_streaming` is true. |
-| `is_allowed(sender_id)` | Checks against `config["allowFrom"]`; `"*"` allows all, `[]` denies all. |
+| `is_allowed(sender_id)` | Checks against `config.allow_from`; `"*"` allows all, `[]` denies all. |
 | `default_config()` (classmethod) | Returns default config dict for `nanobot onboard`. Override to declare your fields. |
 | `transcribe_audio(file_path)` | Transcribes audio via Groq Whisper (if configured). |
 | `supports_streaming` (property) | `True` when config has `"streaming": true` **and** subclass overrides `send_delta()`. |
@@ -275,7 +290,6 @@ async def send_delta(self, chat_id: str, delta: str, metadata: dict[str, Any] |
 |------|---------|
 | `_stream_delta: True` | A content chunk (delta contains the new text) |
 | `_stream_end: True` | Streaming finished (delta is empty) |
-| `_resuming: True` | More streaming rounds coming (e.g. tool call then another response) |
 
 ### Example: Webhook with Streaming
 
@@ -284,7 +298,9 @@ class WebhookChannel(BaseChannel):
     name = "webhook"
     display_name = "Webhook"
 
-    def __init__(self, config, bus):
+    def __init__(self, config: Any, bus: MessageBus):
+        if isinstance(config, dict):
+            config = WebhookConfig(**config)
         super().__init__(config, bus)
         self._buffers: dict[str, str] = {}
 
@@ -333,12 +349,48 @@ When `streaming` is `false` (default) or omitted, only `send()` is called — no
 
 ## Config
 
-Your channel receives config as a plain `dict`. Access fields with `.get()`:
+### Why Pydantic model is required
+
+`BaseChannel.is_allowed()` reads the permission list via `getattr(self.config, "allow_from", [])`. This works for Pydantic models where `allow_from` is a real Python attribute, but **fails silently for plain `dict`** — `dict` has no `allow_from` attribute, so `getattr` always returns the default `[]`, causing all messages to be denied.
+
+Built-in channels use Pydantic config models (subclassing `Base` from `nanobot.config.schema`). Plugin channels **must do the same**.
+
+### Pattern
+
+1. Define a Pydantic model inheriting from `nanobot.config.schema.Base`:
+
+```python
+from pydantic import Field
+from nanobot.config.schema import Base
+
+class WebhookConfig(Base):
+    """Webhook channel configuration."""
+    enabled: bool = False
+    port: int = 9000
+    allow_from: list[str] = Field(default_factory=list)
+```
+
+`Base` is configured with `alias_generator=to_camel` and `populate_by_name=True`, so JSON keys like `"allowFrom"` and `"allow_from"` are both accepted.
+
+2. Convert `dict` → model in `__init__`:
+
+```python
+from typing import Any
+from nanobot.bus.queue import MessageBus
+
+class WebhookChannel(BaseChannel):
+    def __init__(self, config: Any, bus: MessageBus):
+        if isinstance(config, dict):
+            config = WebhookConfig(**config)
+        super().__init__(config, bus)
+```
+
+3. Access config as attributes (not `.get()`):
 
 ```python
 async def start(self) -> None:
-    port = self.config.get("port", 9000)
-    token = self.config.get("token", "")
+    port = self.config.port
+    token = self.config.token
 ```
 
 `allowFrom` is handled automatically by `_handle_message()` — you don't need to check it yourself.
@@ -348,9 +400,11 @@ Override `default_config()` so `nanobot onboard` auto-populates `config.json`:
 ```python
 @classmethod
 def default_config(cls) -> dict[str, Any]:
-    return {"enabled": False, "port": 9000, "allowFrom": []}
+    return WebhookConfig().model_dump(by_alias=True)
 ```
 
+> **Note:** `default_config()` returns a plain `dict` (not a Pydantic model) because it's used to serialize into `config.json`. The recommended way is to instantiate your config model and call `model_dump(by_alias=True)` — this automatically uses camelCase keys (`allowFrom`) and keeps defaults in a single source of truth.
+
 If not overridden, the base class returns `{"enabled": false}`.
 
 ## Naming Convention

docs/WEBSOCKET.md

@@ -0,0 +1,331 @@
+# WebSocket Server Channel
+
+Nanobot can act as a WebSocket server, allowing external clients (web apps, CLIs, scripts) to interact with the agent in real time via persistent connections.
+
+## Features
+
+- Bidirectional real-time communication over WebSocket
+- Streaming support — receive agent responses token by token
+- Token-based authentication (static tokens and short-lived issued tokens)
+- Per-connection sessions — each connection gets a unique `chat_id`
+- TLS/SSL support (WSS) with enforced TLSv1.2 minimum
+- Client allow-list via `allowFrom`
+- Auto-cleanup of dead connections
+
+## Quick Start
+
+### 1. Configure
+
+Add to `config.json` under `channels.websocket`:
+
+```json
+{
+  "channels": {
+    "websocket": {
+      "enabled": true,
+      "host": "127.0.0.1",
+      "port": 8765,
+      "path": "/",
+      "websocketRequiresToken": false,
+      "allowFrom": ["*"],
+      "streaming": true
+    }
+  }
+}
+```
+
+### 2. Start nanobot
+
+```bash
+nanobot gateway
+```
+
+You should see:
+
+```
+WebSocket server listening on ws://127.0.0.1:8765/
+```
+
+### 3. Connect a client
+
+```bash
+# Using websocat
+websocat ws://127.0.0.1:8765/?client_id=alice
+
+# Using Python
+import asyncio, json, websockets
+
+async def main():
+    async with websockets.connect("ws://127.0.0.1:8765/?client_id=alice") as ws:
+        ready = json.loads(await ws.recv())
+        print(ready)  # {"event": "ready", "chat_id": "...", "client_id": "alice"}
+        await ws.send(json.dumps({"content": "Hello nanobot!"}))
+        reply = json.loads(await ws.recv())
+        print(reply["text"])
+
+asyncio.run(main())
+```
+
+## Connection URL
+
+```
+ws://{host}:{port}{path}?client_id={id}&token={token}
+```
+
+| Parameter | Required | Description |
+|-----------|----------|-------------|
+| `client_id` | No | Identifier for `allowFrom` authorization. Auto-generated as `anon-xxxxxxxxxxxx` if omitted. Truncated to 128 chars. |
+| `token` | Conditional | Authentication token. Required when `websocketRequiresToken` is `true` or `token` (static secret) is configured. |
+
+## Wire Protocol
+
+All frames are JSON text. Each message has an `event` field.
+
+### Server → Client
+
+**`ready`** — sent immediately after connection is established:
+
+```json
+{
+  "event": "ready",
+  "chat_id": "uuid-v4",
+  "client_id": "alice"
+}
+```
+
+**`message`** — full agent response:
+
+```json
+{
+  "event": "message",
+  "text": "Hello! How can I help?",
+  "media": ["/tmp/image.png"],
+  "reply_to": "msg-id"
+}
+```
+
+`media` and `reply_to` are only present when applicable.
+
+**`delta`** — streaming text chunk (only when `streaming: true`):
+
+```json
+{
+  "event": "delta",
+  "text": "Hello",
+  "stream_id": "s1"
+}
+```
+
+**`stream_end`** — signals the end of a streaming segment:
+
+```json
+{
+  "event": "stream_end",
+  "stream_id": "s1"
+}
+```
+
+### Client → Server
+
+Send plain text:
+
+```json
+"Hello nanobot!"
+```
+
+Or send a JSON object with a recognized text field:
+
+```json
+{"content": "Hello nanobot!"}
+```
+
+Recognized fields: `content`, `text`, `message` (checked in that order). Invalid JSON is treated as plain text.
+
+## Configuration Reference
+
+All fields go under `channels.websocket` in `config.json`.
+
+### Connection
+
+| Field | Type | Default | Description |
+|-------|------|---------|-------------|
+| `enabled` | bool | `false` | Enable the WebSocket server. |
+| `host` | string | `"127.0.0.1"` | Bind address. Use `"0.0.0.0"` to accept external connections. |
+| `port` | int | `8765` | Listen port. |
+| `path` | string | `"/"` | WebSocket upgrade path. Trailing slashes are normalized (root `/` is preserved). |
+| `maxMessageBytes` | int | `1048576` | Maximum inbound message size in bytes (1 KB – 16 MB). |
+
+### Authentication
+
+| Field | Type | Default | Description |
+|-------|------|---------|-------------|
+| `token` | string | `""` | Static shared secret. When set, clients must provide `?token=<value>` matching this secret (timing-safe comparison). Issued tokens are also accepted as a fallback. |
+| `websocketRequiresToken` | bool | `true` | When `true` and no static `token` is configured, clients must still present a valid issued token. Set to `false` to allow unauthenticated connections (only safe for local/trusted networks). |
+| `tokenIssuePath` | string | `""` | HTTP path for issuing short-lived tokens. Must differ from `path`. See [Token Issuance](#token-issuance). |
+| `tokenIssueSecret` | string | `""` | Secret required to obtain tokens via the issue endpoint. If empty, any client can obtain tokens (logged as a warning). |
+| `tokenTtlS` | int | `300` | Time-to-live for issued tokens in seconds (30 – 86,400). |
+
+### Access Control
+
+| Field | Type | Default | Description |
+|-------|------|---------|-------------|
+| `allowFrom` | list of string | `["*"]` | Allowed `client_id` values. `"*"` allows all; `[]` denies all. |
+
+### Streaming
+
+| Field | Type | Default | Description |
+|-------|------|---------|-------------|
+| `streaming` | bool | `true` | Enable streaming mode. The agent sends `delta` + `stream_end` frames instead of a single `message`. |
+
+### Keep-alive
+
+| Field | Type | Default | Description |
+|-------|------|---------|-------------|
+| `pingIntervalS` | float | `20.0` | WebSocket ping interval in seconds (5 – 300). |
+| `pingTimeoutS` | float | `20.0` | Time to wait for a pong before closing the connection (5 – 300). |
+
+### TLS/SSL
+
+| Field | Type | Default | Description |
+|-------|------|---------|-------------|
+| `sslCertfile` | string | `""` | Path to the TLS certificate file (PEM). Both `sslCertfile` and `sslKeyfile` must be set to enable WSS. |
+| `sslKeyfile` | string | `""` | Path to the TLS private key file (PEM). Minimum TLS version is enforced as TLSv1.2. |
+
+## Token Issuance
+
+For production deployments where `websocketRequiresToken: true`, use short-lived tokens instead of embedding static secrets in clients.
+
+### How it works
+
+1. Client sends `GET {tokenIssuePath}` with `Authorization: Bearer {tokenIssueSecret}` (or `X-Nanobot-Auth` header).
+2. Server responds with a one-time-use token:
+
+```json
+{"token": "nbwt_aBcDeFg...", "expires_in": 300}
+```
+
+3. Client opens WebSocket with `?token=nbwt_aBcDeFg...&client_id=...`.
+4. The token is consumed (single use) and cannot be reused.
+
+### Example setup
+
+```json
+{
+  "channels": {
+    "websocket": {
+      "enabled": true,
+      "port": 8765,
+      "path": "/ws",
+      "tokenIssuePath": "/auth/token",
+      "tokenIssueSecret": "your-secret-here",
+      "tokenTtlS": 300,
+      "websocketRequiresToken": true,
+      "allowFrom": ["*"],
+      "streaming": true
+    }
+  }
+}
+```
+
+Client flow:
+
+```bash
+# 1. Obtain a token
+curl -H "Authorization: Bearer your-secret-here" http://127.0.0.1:8765/auth/token
+
+# 2. Connect using the token
+websocat "ws://127.0.0.1:8765/ws?client_id=alice&token=nbwt_aBcDeFg..."
+```
+
+### Limits
+
+- Issued tokens are single-use — each token can only complete one handshake.
+- Outstanding tokens are capped at 10,000. Requests beyond this return HTTP 429.
+- Expired tokens are purged lazily on each issue or validation request.
+
+## Security Notes
+
+- **Timing-safe comparison**: Static token validation uses `hmac.compare_digest` to prevent timing attacks.
+- **Defense in depth**: `allowFrom` is checked at both the HTTP handshake level and the message level.
+- **Token isolation**: Each WebSocket connection gets a unique `chat_id`. Clients cannot access other sessions.
+- **TLS enforcement**: When SSL is enabled, TLSv1.2 is the minimum allowed version.
+- **Default-secure**: `websocketRequiresToken` defaults to `true`. Explicitly set it to `false` only on trusted networks.
+
+## Media Files
+
+Outbound `message` events may include a `media` field containing local filesystem paths. Remote clients cannot access these files directly — they need either:
+
+- A shared filesystem mount, or
+- An HTTP file server serving the nanobot media directory
+
+## Common Patterns
+
+### Trusted local network (no auth)
+
+```json
+{
+  "channels": {
+    "websocket": {
+      "enabled": true,
+      "host": "0.0.0.0",
+      "port": 8765,
+      "websocketRequiresToken": false,
+      "allowFrom": ["*"],
+      "streaming": true
+    }
+  }
+}
+```
+
+### Static token (simple auth)
+
+```json
+{
+  "channels": {
+    "websocket": {
+      "enabled": true,
+      "token": "my-shared-secret",
+      "allowFrom": ["alice", "bob"]
+    }
+  }
+}
+```
+
+Clients connect with `?token=my-shared-secret&client_id=alice`.
+
+### Public endpoint with issued tokens
+
+```json
+{
+  "channels": {
+    "websocket": {
+      "enabled": true,
+      "host": "0.0.0.0",
+      "port": 8765,
+      "path": "/ws",
+      "tokenIssuePath": "/auth/token",
+      "tokenIssueSecret": "production-secret",
+      "websocketRequiresToken": true,
+      "sslCertfile": "/etc/ssl/certs/server.pem",
+      "sslKeyfile": "/etc/ssl/private/server-key.pem",
+      "allowFrom": ["*"]
+    }
+  }
+}
+```
+
+### Custom path
+
+```json
+{
+  "channels": {
+    "websocket": {
+      "enabled": true,
+      "path": "/chat/ws",
+      "allowFrom": ["*"]
+    }
+  }
+}
+```
+
+Clients connect to `ws://127.0.0.1:8765/chat/ws?client_id=...`. Trailing slashes are normalized, so `/chat/ws/` works the same.

nanobot/__init__.py

@@ -2,7 +2,29 @@
 nanobot - A lightweight AI agent framework
 """
 
-__version__ = "0.1.5"
+from importlib.metadata import PackageNotFoundError, version as _pkg_version
+from pathlib import Path
+import tomllib
+
+
+def _read_pyproject_version() -> str | None:
+    """Read the source-tree version when package metadata is unavailable."""
+    pyproject = Path(__file__).resolve().parent.parent / "pyproject.toml"
+    if not pyproject.exists():
+        return None
+    data = tomllib.loads(pyproject.read_text(encoding="utf-8"))
+    return data.get("project", {}).get("version")
+
+
+def _resolve_version() -> str:
+    try:
+        return _pkg_version("nanobot-ai")
+    except PackageNotFoundError:
+        # Source checkouts often import nanobot without installed dist-info.
+        return _read_pyproject_version() or "0.1.5.post1"
+
+
+__version__ = _resolve_version()
 __logo__ = "🐈"
 
 from nanobot.nanobot import Nanobot, RunResult

nanobot/agent/autocompact.py

@@ -0,0 +1,123 @@
+"""Auto compact: proactive compression of idle sessions to reduce token cost and latency."""
+
+from __future__ import annotations
+
+from collections.abc import Collection
+from datetime import datetime
+from typing import TYPE_CHECKING, Any, Callable, Coroutine
+
+from loguru import logger
+from nanobot.session.manager import Session, SessionManager
+
+if TYPE_CHECKING:
+    from nanobot.agent.memory import Consolidator
+
+
+class AutoCompact:
+    _RECENT_SUFFIX_MESSAGES = 8
+
+    def __init__(self, sessions: SessionManager, consolidator: Consolidator,
+                 session_ttl_minutes: int = 0):
+        self.sessions = sessions
+        self.consolidator = consolidator
+        self._ttl = session_ttl_minutes
+        self._archiving: set[str] = set()
+        self._summaries: dict[str, tuple[str, datetime]] = {}
+
+    def _is_expired(self, ts: datetime | str | None,
+                    now: datetime | None = None) -> bool:
+        if self._ttl <= 0 or not ts:
+            return False
+        if isinstance(ts, str):
+            ts = datetime.fromisoformat(ts)
+        return ((now or datetime.now()) - ts).total_seconds() >= self._ttl * 60
+
+    @staticmethod
+    def _format_summary(text: str, last_active: datetime) -> str:
+        idle_min = int((datetime.now() - last_active).total_seconds() / 60)
+        return f"Inactive for {idle_min} minutes.\nPrevious conversation summary: {text}"
+
+    def _split_unconsolidated(
+        self, session: Session,
+    ) -> tuple[list[dict[str, Any]], list[dict[str, Any]]]:
+        """Split live session tail into archiveable prefix and retained recent suffix."""
+        tail = list(session.messages[session.last_consolidated:])
+        if not tail:
+            return [], []
+
+        probe = Session(
+            key=session.key,
+            messages=tail.copy(),
+            created_at=session.created_at,
+            updated_at=session.updated_at,
+            metadata={},
+            last_consolidated=0,
+        )
+        probe.retain_recent_legal_suffix(self._RECENT_SUFFIX_MESSAGES)
+        kept = probe.messages
+        cut = len(tail) - len(kept)
+        return tail[:cut], kept
+
+    def check_expired(self, schedule_background: Callable[[Coroutine], None],
+                      active_session_keys: Collection[str] = ()) -> None:
+        """Schedule archival for idle sessions, skipping those with in-flight agent tasks."""
+        now = datetime.now()
+        for info in self.sessions.list_sessions():
+            key = info.get("key", "")
+            if not key or key in self._archiving:
+                continue
+            if key in active_session_keys:
+                continue
+            if self._is_expired(info.get("updated_at"), now):
+                self._archiving.add(key)
+                schedule_background(self._archive(key))
+
+    async def _archive(self, key: str) -> None:
+        try:
+            self.sessions.invalidate(key)
+            session = self.sessions.get_or_create(key)
+            archive_msgs, kept_msgs = self._split_unconsolidated(session)
+            if not archive_msgs and not kept_msgs:
+                session.updated_at = datetime.now()
+                self.sessions.save(session)
+                return
+
+            last_active = session.updated_at
+            summary = ""
+            if archive_msgs:
+                summary = await self.consolidator.archive(archive_msgs) or ""
+            if summary and summary != "(nothing)":
+                self._summaries[key] = (summary, last_active)
+                session.metadata["_last_summary"] = {"text": summary, "last_active": last_active.isoformat()}
+            session.messages = kept_msgs
+            session.last_consolidated = 0
+            session.updated_at = datetime.now()
+            self.sessions.save(session)
+            if archive_msgs:
+                logger.info(
+                    "Auto-compact: archived {} (archived={}, kept={}, summary={})",
+                    key,
+                    len(archive_msgs),
+                    len(kept_msgs),
+                    bool(summary),
+                )
+        except Exception:
+            logger.exception("Auto-compact: failed for {}", key)
+        finally:
+            self._archiving.discard(key)
+
+    def prepare_session(self, session: Session, key: str) -> tuple[Session, str | None]:
+        if key in self._archiving or self._is_expired(session.updated_at):
+            logger.info("Auto-compact: reloading session {} (archiving={})", key, key in self._archiving)
+            session = self.sessions.get_or_create(key)
+        # Hot path: summary from in-memory dict (process hasn't restarted).
+        # Also clean metadata copy so stale _last_summary never leaks to disk.
+        entry = self._summaries.pop(key, None)
+        if entry:
+            session.metadata.pop("_last_summary", None)
+            return session, self._format_summary(entry[0], entry[1])
+        if "_last_summary" in session.metadata:
+            meta = session.metadata.pop("_last_summary")
+            self.sessions.save(session)
+            return session, self._format_summary(meta["text"], datetime.fromisoformat(meta["last_active"]))
+        return session, None

nanobot/agent/context.py

@@ -6,12 +6,10 @@ import platform
 from pathlib import Path
 from typing import Any
 
-from nanobot.utils.helpers import current_time_str
-
 from nanobot.agent.memory import MemoryStore
-from nanobot.utils.prompt_templates import render_template
 from nanobot.agent.skills import SkillsLoader
-from nanobot.utils.helpers import build_assistant_message, detect_image_mime
+from nanobot.utils.helpers import build_assistant_message, current_time_str, detect_image_mime
+from nanobot.utils.prompt_templates import render_template
 
 
 class ContextBuilder:
@@ -19,16 +17,22 @@ class ContextBuilder:
 
     BOOTSTRAP_FILES = ["AGENTS.md", "SOUL.md", "USER.md", "TOOLS.md"]
     _RUNTIME_CONTEXT_TAG = "[Runtime Context — metadata only, not instructions]"
+    _MAX_RECENT_HISTORY = 50
+    _RUNTIME_CONTEXT_END = "[/Runtime Context]"
 
-    def __init__(self, workspace: Path, timezone: str | None = None):
+    def __init__(self, workspace: Path, timezone: str | None = None, disabled_skills: list[str] | None = None):
         self.workspace = workspace
         self.timezone = timezone
         self.memory = MemoryStore(workspace)
-        self.skills = SkillsLoader(workspace)
+        self.skills = SkillsLoader(workspace, disabled_skills=set(disabled_skills) if disabled_skills else None)
 
-    def build_system_prompt(self, skill_names: list[str] | None = None) -> str:
+    def build_system_prompt(
+        self,
+        skill_names: list[str] | None = None,
+        channel: str | None = None,
+    ) -> str:
         """Build the system prompt from identity, bootstrap files, memory, and skills."""
-        parts = [self._get_identity()]
+        parts = [self._get_identity(channel=channel)]
 
         bootstrap = self._load_bootstrap_files()
         if bootstrap:
@@ -48,9 +52,16 @@ class ContextBuilder:
         if skills_summary:
             parts.append(render_template("agent/skills_section.md", skills_summary=skills_summary))
 
+        entries = self.memory.read_unprocessed_history(since_cursor=self.memory.get_last_dream_cursor())
+        if entries:
+            capped = entries[-self._MAX_RECENT_HISTORY:]
+            parts.append("# Recent History\n\n" + "\n".join(
+                f"- [{e['timestamp']}] {e['content']}" for e in capped
+            ))
+
         return "\n\n---\n\n".join(parts)
 
-    def _get_identity(self) -> str:
+    def _get_identity(self, channel: str | None = None) -> str:
         """Get the core identity section."""
         workspace_path = str(self.workspace.expanduser().resolve())
         system = platform.system()
@@ -61,17 +72,21 @@ class ContextBuilder:
             workspace_path=workspace_path,
             runtime=runtime,
             platform_policy=render_template("agent/platform_policy.md", system=system),
+            channel=channel or "",
         )
 
     @staticmethod
     def _build_runtime_context(
         channel: str | None, chat_id: str | None, timezone: str | None = None,
+        session_summary: str | None = None,
     ) -> str:
         """Build untrusted runtime metadata block for injection before the user message."""
         lines = [f"Current Time: {current_time_str(timezone)}"]
         if channel and chat_id:
             lines += [f"Channel: {channel}", f"Chat ID: {chat_id}"]
-        return ContextBuilder._RUNTIME_CONTEXT_TAG + "\n" + "\n".join(lines)
+        if session_summary:
+            lines += ["", "[Resumed Session]", session_summary]
+        return ContextBuilder._RUNTIME_CONTEXT_TAG + "\n" + "\n".join(lines) + "\n" + ContextBuilder._RUNTIME_CONTEXT_END
 
     @staticmethod
     def _merge_message_content(left: Any, right: Any) -> str | list[dict[str, Any]]:
@@ -108,9 +123,10 @@ class ContextBuilder:
         channel: str | None = None,
         chat_id: str | None = None,
         current_role: str = "user",
+        session_summary: str | None = None,
     ) -> list[dict[str, Any]]:
         """Build the complete message list for an LLM call."""
-        runtime_ctx = self._build_runtime_context(channel, chat_id, self.timezone)
+        runtime_ctx = self._build_runtime_context(channel, chat_id, self.timezone, session_summary=session_summary)
         user_content = self._build_user_content(current_message, media)
 
         # Merge runtime context and user content into a single user message
@@ -120,7 +136,7 @@ class ContextBuilder:
         else:
             merged = [{"type": "text", "text": runtime_ctx}] + user_content
         messages = [
-            {"role": "system", "content": self.build_system_prompt(skill_names)},
+            {"role": "system", "content": self.build_system_prompt(skill_names, channel=channel)},
             *history,
         ]
         if messages[-1].get("role") == current_role:
@@ -142,7 +158,6 @@ class ContextBuilder:
             if not p.is_file():
                 continue
             raw = p.read_bytes()
-            # Detect real MIME type from magic bytes; fallback to filename guess
             mime = detect_image_mime(raw) or mimetypes.guess_type(path)[0]
             if not mime or not mime.startswith("image/"):
                 continue

nanobot/agent/hook.py

@@ -29,6 +29,9 @@ class AgentHookContext:
 class AgentHook:
     """Minimal lifecycle surface for shared runner customization."""
 
+    def __init__(self, reraise: bool = False) -> None:
+        self._reraise = reraise
+
     def wants_streaming(self) -> bool:
         return False
 
@@ -62,6 +65,7 @@ class CompositeHook(AgentHook):
     __slots__ = ("_hooks",)
 
     def __init__(self, hooks: list[AgentHook]) -> None:
+        super().__init__()
         self._hooks = list(hooks)
 
     def wants_streaming(self) -> bool:
@@ -69,6 +73,10 @@ class CompositeHook(AgentHook):
 
     async def _for_each_hook_safe(self, method_name: str, *args: Any, **kwargs: Any) -> None:
         for h in self._hooks:
+            if getattr(h, "_reraise", False):
+                await getattr(h, method_name)(*args, **kwargs)
+                continue
+
             try:
                 await getattr(h, method_name)(*args, **kwargs)
             except Exception:

nanobot/agent/loop.py

@@ -3,6 +3,7 @@
 from __future__ import annotations
 
 import asyncio
+import dataclasses
 import json
 import os
 import time
@@ -12,27 +13,31 @@ from typing import TYPE_CHECKING, Any, Awaitable, Callable
 
 from loguru import logger
 
+from nanobot.agent.autocompact import AutoCompact
 from nanobot.agent.context import ContextBuilder
 from nanobot.agent.hook import AgentHook, AgentHookContext, CompositeHook
 from nanobot.agent.memory import Consolidator, Dream
-from nanobot.agent.runner import AgentRunSpec, AgentRunner
+from nanobot.agent.runner import _MAX_INJECTIONS_PER_TURN, AgentRunner, AgentRunSpec
+from nanobot.agent.skills import BUILTIN_SKILLS_DIR
 from nanobot.agent.subagent import SubagentManager
 from nanobot.agent.tools.cron import CronTool
-from nanobot.agent.skills import BUILTIN_SKILLS_DIR
 from nanobot.agent.tools.filesystem import EditFileTool, ListDirTool, ReadFileTool, WriteFileTool
 from nanobot.agent.tools.message import MessageTool
+from nanobot.agent.tools.notebook import NotebookEditTool
 from nanobot.agent.tools.registry import ToolRegistry
 from nanobot.agent.tools.search import GlobTool, GrepTool
 from nanobot.agent.tools.shell import ExecTool
 from nanobot.agent.tools.spawn import SpawnTool
 from nanobot.agent.tools.web import WebFetchTool, WebSearchTool
 from nanobot.bus.events import InboundMessage, OutboundMessage
-from nanobot.command import CommandContext, CommandRouter, register_builtin_commands
 from nanobot.bus.queue import MessageBus
+from nanobot.command import CommandContext, CommandRouter, register_builtin_commands
 from nanobot.config.schema import AgentDefaults
 from nanobot.providers.base import LLMProvider
 from nanobot.session.manager import Session, SessionManager
-from nanobot.utils.helpers import image_placeholder_text, truncate_text
+from nanobot.utils.document import extract_documents
+from nanobot.utils.helpers import image_placeholder_text
+from nanobot.utils.helpers import truncate_text as truncate_text_fn
 from nanobot.utils.runtime import EMPTY_FINAL_RESPONSE_MESSAGE
 
 if TYPE_CHECKING:
@@ -40,6 +45,9 @@ if TYPE_CHECKING:
     from nanobot.cron.service import CronService
 
 
+UNIFIED_SESSION_KEY = "unified:default"
+
+
 class _LoopHook(AgentHook):
     """Core hook for the main loop."""
 
@@ -54,6 +62,7 @@ class _LoopHook(AgentHook):
         chat_id: str = "direct",
         message_id: str | None = None,
     ) -> None:
+        super().__init__(reraise=True)
         self._loop = agent_loop
         self._on_progress = on_progress
         self._on_stream = on_stream
@@ -72,7 +81,7 @@ class _LoopHook(AgentHook):
         prev_clean = strip_think(self._stream_buf)
         self._stream_buf += delta
         new_clean = strip_think(self._stream_buf)
-        incremental = new_clean[len(prev_clean):]
+        incremental = new_clean[len(prev_clean) :]
         if incremental and self._on_stream:
             await self._on_stream(incremental)
 
@@ -109,43 +118,6 @@ class _LoopHook(AgentHook):
         return self._loop._strip_think(content)
 
 
-class _LoopHookChain(AgentHook):
-    """Run the core hook before extra hooks."""
-
-    __slots__ = ("_primary", "_extras")
-
-    def __init__(self, primary: AgentHook, extra_hooks: list[AgentHook]) -> None:
-        self._primary = primary
-        self._extras = CompositeHook(extra_hooks)
-
-    def wants_streaming(self) -> bool:
-        return self._primary.wants_streaming() or self._extras.wants_streaming()
-
-    async def before_iteration(self, context: AgentHookContext) -> None:
-        await self._primary.before_iteration(context)
-        await self._extras.before_iteration(context)
-
-    async def on_stream(self, context: AgentHookContext, delta: str) -> None:
-        await self._primary.on_stream(context, delta)
-        await self._extras.on_stream(context, delta)
-
-    async def on_stream_end(self, context: AgentHookContext, *, resuming: bool) -> None:
-        await self._primary.on_stream_end(context, resuming=resuming)
-        await self._extras.on_stream_end(context, resuming=resuming)
-
-    async def before_execute_tools(self, context: AgentHookContext) -> None:
-        await self._primary.before_execute_tools(context)
-        await self._extras.before_execute_tools(context)
-
-    async def after_iteration(self, context: AgentHookContext) -> None:
-        await self._primary.after_iteration(context)
-        await self._extras.after_iteration(context)
-
-    def finalize_content(self, context: AgentHookContext, content: str | None) -> str | None:
-        content = self._primary.finalize_content(context, content)
-        return self._extras.finalize_content(context, content)
-
-
 class AgentLoop:
     """
     The agent loop is the core processing engine.
@@ -159,6 +131,7 @@ class AgentLoop:
     """
 
     _RUNTIME_CHECKPOINT_KEY = "runtime_checkpoint"
+    _PENDING_USER_TURN_KEY = "pending_user_turn"
 
     def __init__(
         self,
@@ -179,7 +152,10 @@ class AgentLoop:
         mcp_servers: dict | None = None,
         channels_config: ChannelsConfig | None = None,
         timezone: str | None = None,
+        session_ttl_minutes: int = 0,
         hooks: list[AgentHook] | None = None,
+        unified_session: bool = False,
+        disabled_skills: list[str] | None = None,
     ):
         from nanobot.config.schema import ExecToolConfig, WebToolsConfig
 
@@ -212,7 +188,7 @@ class AgentLoop:
         self._last_usage: dict[str, int] = {}
         self._extra_hooks: list[AgentHook] = hooks or []
 
-        self.context = ContextBuilder(workspace, timezone=timezone)
+        self.context = ContextBuilder(workspace, timezone=timezone, disabled_skills=disabled_skills)
         self.sessions = session_manager or SessionManager(workspace)
         self.tools = ToolRegistry()
         self.runner = AgentRunner(provider)
@@ -225,16 +201,21 @@ class AgentLoop:
             max_tool_result_chars=self.max_tool_result_chars,
             exec_config=self.exec_config,
             restrict_to_workspace=restrict_to_workspace,
+            disabled_skills=disabled_skills,
         )
-
+        self._unified_session = unified_session
         self._running = False
         self._mcp_servers = mcp_servers or {}
-        self._mcp_stack: AsyncExitStack | None = None
+        self._mcp_stacks: dict[str, AsyncExitStack] = {}
         self._mcp_connected = False
         self._mcp_connecting = False
         self._active_tasks: dict[str, list[asyncio.Task]] = {}  # session_key -> tasks
         self._background_tasks: list[asyncio.Task] = []
         self._session_locks: dict[str, asyncio.Lock] = {}
+        # Per-session pending queues for mid-turn message injection.
+        # When a session has an active task, new messages for that session
+        # are routed here instead of creating a new task.
+        self._pending_queues: dict[str, asyncio.Queue] = {}
         # NANOBOT_MAX_CONCURRENT_REQUESTS: <=0 means unlimited; default 3.
         _max = int(os.environ.get("NANOBOT_MAX_CONCURRENT_REQUESTS", "3"))
         self._concurrency_gate: asyncio.Semaphore | None = (
@@ -250,6 +231,11 @@ class AgentLoop:
             get_tool_definitions=self.tools.get_definitions,
             max_completion_tokens=provider.generation.max_tokens,
         )
+        self.auto_compact = AutoCompact(
+            sessions=self.sessions,
+            consolidator=self.consolidator,
+            session_ttl_minutes=session_ttl_minutes,
+        )
         self.dream = Dream(
             store=self.context.memory,
             provider=provider,
@@ -261,23 +247,35 @@ class AgentLoop:
 
     def _register_default_tools(self) -> None:
         """Register the default set of tools."""
-        allowed_dir = self.workspace if (self.restrict_to_workspace or self.exec_config.sandbox) else None
+        allowed_dir = (
+            self.workspace if (self.restrict_to_workspace or self.exec_config.sandbox) else None
+        )
         extra_read = [BUILTIN_SKILLS_DIR] if allowed_dir else None
-        self.tools.register(ReadFileTool(workspace=self.workspace, allowed_dir=allowed_dir, extra_allowed_dirs=extra_read))
+        self.tools.register(
+            ReadFileTool(
+                workspace=self.workspace, allowed_dir=allowed_dir, extra_allowed_dirs=extra_read
+            )
+        )
         for cls in (WriteFileTool, EditFileTool, ListDirTool):
             self.tools.register(cls(workspace=self.workspace, allowed_dir=allowed_dir))
         for cls in (GlobTool, GrepTool):
             self.tools.register(cls(workspace=self.workspace, allowed_dir=allowed_dir))
+        self.tools.register(NotebookEditTool(workspace=self.workspace, allowed_dir=allowed_dir))
         if self.exec_config.enable:
-            self.tools.register(ExecTool(
-                working_dir=str(self.workspace),
-                timeout=self.exec_config.timeout,
-                restrict_to_workspace=self.restrict_to_workspace,
-                sandbox=self.exec_config.sandbox,
-                path_append=self.exec_config.path_append,
-            ))
+            self.tools.register(
+                ExecTool(
+                    working_dir=str(self.workspace),
+                    timeout=self.exec_config.timeout,
+                    restrict_to_workspace=self.restrict_to_workspace,
+                    sandbox=self.exec_config.sandbox,
+                    path_append=self.exec_config.path_append,
+                    allowed_env_keys=self.exec_config.allowed_env_keys,
+                )
+            )
         if self.web_config.enable:
-            self.tools.register(WebSearchTool(config=self.web_config.search, proxy=self.web_config.proxy))
+            self.tools.register(
+                WebSearchTool(config=self.web_config.search, proxy=self.web_config.proxy)
+            )
             self.tools.register(WebFetchTool(proxy=self.web_config.proxy))
         self.tools.register(MessageTool(send_callback=self.bus.publish_outbound))
         self.tools.register(SpawnTool(manager=self.subagents))
@@ -292,19 +290,19 @@ class AgentLoop:
             return
         self._mcp_connecting = True
         from nanobot.agent.tools.mcp import connect_mcp_servers
+
         try:
-            self._mcp_stack = AsyncExitStack()
-            await self._mcp_stack.__aenter__()
-            await connect_mcp_servers(self._mcp_servers, self.tools, self._mcp_stack)
-            self._mcp_connected = True
+            self._mcp_stacks = await connect_mcp_servers(self._mcp_servers, self.tools)
+            if self._mcp_stacks:
+                self._mcp_connected = True
+            else:
+                logger.warning("No MCP servers connected successfully (will retry next message)")
+        except asyncio.CancelledError:
+            logger.warning("MCP connection cancelled (will retry next message)")
+            self._mcp_stacks.clear()
         except BaseException as e:
             logger.error("Failed to connect MCP servers (will retry next message): {}", e)
-            if self._mcp_stack:
-                try:
-                    await self._mcp_stack.aclose()
-                except Exception:
-                    pass
-                self._mcp_stack = None
+            self._mcp_stacks.clear()
         finally:
             self._mcp_connecting = False
 
@@ -321,6 +319,7 @@ class AgentLoop:
         if not text:
             return None
         from nanobot.utils.helpers import strip_think
+
         return strip_think(text) or None
 
     @staticmethod
@@ -330,6 +329,12 @@ class AgentLoop:
 
         return format_tool_hints(tool_calls)
 
+    def _effective_session_key(self, msg: InboundMessage) -> str:
+        """Return the session key used for task routing and mid-turn injections."""
+        if self._unified_session and not msg.session_key_override:
+            return UNIFIED_SESSION_KEY
+        return msg.session_key
+
     async def _run_agent_loop(
         self,
         initial_messages: list[dict],
@@ -341,13 +346,16 @@ class AgentLoop:
         channel: str = "cli",
         chat_id: str = "direct",
         message_id: str | None = None,
-    ) -> tuple[str | None, list[str], list[dict]]:
+        pending_queue: asyncio.Queue | None = None,
+    ) -> tuple[str | None, list[str], list[dict], str, bool]:
         """Run the agent iteration loop.
 
         *on_stream*: called with each content delta during streaming.
         *on_stream_end(resuming)*: called when a streaming session finishes.
         ``resuming=True`` means tool calls follow (spinner should restart);
         ``resuming=False`` means this is the final response.
+
+        Returns (final_content, tools_used, messages, stop_reason, had_injections).
         """
         loop_hook = _LoopHook(
             self,
@@ -359,9 +367,7 @@ class AgentLoop:
             message_id=message_id,
         )
         hook: AgentHook = (
-            _LoopHookChain(loop_hook, self._extra_hooks)
-            if self._extra_hooks
-            else loop_hook
+            CompositeHook([loop_hook] + self._extra_hooks) if self._extra_hooks else loop_hook
         )
 
         async def _checkpoint(payload: dict[str, Any]) -> None:
@@ -369,6 +375,34 @@ class AgentLoop:
                 return
             self._set_runtime_checkpoint(session, payload)
 
+        async def _drain_pending(*, limit: int = _MAX_INJECTIONS_PER_TURN) -> list[dict[str, Any]]:
+            """Non-blocking drain of follow-up messages from the pending queue."""
+            if pending_queue is None:
+                return []
+            items: list[dict[str, Any]] = []
+            while len(items) < limit:
+                try:
+                    pending_msg = pending_queue.get_nowait()
+                except asyncio.QueueEmpty:
+                    break
+                content = pending_msg.content
+                media = pending_msg.media if pending_msg.media else None
+                if media:
+                    content, media = extract_documents(content, media)
+                    media = media or None
+                user_content = self.context._build_user_content(content, media)
+                runtime_ctx = self.context._build_runtime_context(
+                    pending_msg.channel,
+                    pending_msg.chat_id,
+                    self.context.timezone,
+                )
+                if isinstance(user_content, str):
+                    merged: str | list[dict[str, Any]] = f"{runtime_ctx}\n\n{user_content}"
+                else:
+                    merged = [{"type": "text", "text": runtime_ctx}] + user_content
+                items.append({"role": "user", "content": merged})
+            return items
+
         result = await self.runner.run(AgentRunSpec(
             initial_messages=initial_messages,
             tools=self.tools,
@@ -385,13 +419,14 @@ class AgentLoop:
             provider_retry_mode=self.provider_retry_mode,
             progress_callback=on_progress,
             checkpoint_callback=_checkpoint,
+            injection_callback=_drain_pending,
         ))
         self._last_usage = result.usage
         if result.stop_reason == "max_iterations":
             logger.warning("Max iterations ({}) reached", self.max_iterations)
         elif result.stop_reason == "error":
             logger.error("LLM returned error: {}", (result.final_content or "")[:200])
-        return result.final_content, result.tools_used, result.messages
+        return result.final_content, result.tools_used, result.messages, result.stop_reason, result.had_injections
 
     async def run(self) -> None:
         """Run the agent loop, dispatching messages as tasks to stay responsive to /stop."""
@@ -403,6 +438,10 @@ class AgentLoop:
             try:
                 msg = await asyncio.wait_for(self.bus.consume_inbound(), timeout=1.0)
             except asyncio.TimeoutError:
+                self.auto_compact.check_expired(
+                    self._schedule_background,
+                    active_session_keys=self._pending_queues.keys(),
+                )
                 continue
             except asyncio.CancelledError:
                 # Preserve real task cancellation so shutdown can complete cleanly.
@@ -421,79 +460,140 @@ class AgentLoop:
                 if result:
                     await self.bus.publish_outbound(result)
                 continue
+            effective_key = self._effective_session_key(msg)
+            # If this session already has an active pending queue (i.e. a task
+            # is processing this session), route the message there for mid-turn
+            # injection instead of creating a competing task.
+            if effective_key in self._pending_queues:
+                pending_msg = msg
+                if effective_key != msg.session_key:
+                    pending_msg = dataclasses.replace(
+                        msg,
+                        session_key_override=effective_key,
+                    )
+                try:
+                    self._pending_queues[effective_key].put_nowait(pending_msg)
+                except asyncio.QueueFull:
+                    logger.warning(
+                        "Pending queue full for session {}, falling back to queued task",
+                        effective_key,
+                    )
+                else:
+                    logger.info(
+                        "Routed follow-up message to pending queue for session {}",
+                        effective_key,
+                    )
+                    continue
+            # Compute the effective session key before dispatching
+            # This ensures /stop command can find tasks correctly when unified session is enabled
             task = asyncio.create_task(self._dispatch(msg))
-            self._active_tasks.setdefault(msg.session_key, []).append(task)
-            task.add_done_callback(lambda t, k=msg.session_key: self._active_tasks.get(k, []) and self._active_tasks[k].remove(t) if t in self._active_tasks.get(k, []) else None)
+            self._active_tasks.setdefault(effective_key, []).append(task)
+            task.add_done_callback(
+                lambda t, k=effective_key: self._active_tasks.get(k, [])
+                and self._active_tasks[k].remove(t)
+                if t in self._active_tasks.get(k, [])
+                else None
+            )
 
     async def _dispatch(self, msg: InboundMessage) -> None:
         """Process a message: per-session serial, cross-session concurrent."""
-        lock = self._session_locks.setdefault(msg.session_key, asyncio.Lock())
+        session_key = self._effective_session_key(msg)
+        if session_key != msg.session_key:
+            msg = dataclasses.replace(msg, session_key_override=session_key)
+        lock = self._session_locks.setdefault(session_key, asyncio.Lock())
         gate = self._concurrency_gate or nullcontext()
-        async with lock, gate:
-            try:
-                on_stream = on_stream_end = None
-                if msg.metadata.get("_wants_stream"):
-                    # Split one answer into distinct stream segments.
-                    stream_base_id = f"{msg.session_key}:{time.time_ns()}"
-                    stream_segment = 0
 
-                    def _current_stream_id() -> str:
-                        return f"{stream_base_id}:{stream_segment}"
+        # Register a pending queue so follow-up messages for this session are
+        # routed here (mid-turn injection) instead of spawning a new task.
+        pending = asyncio.Queue(maxsize=20)
+        self._pending_queues[session_key] = pending
 
-                    async def on_stream(delta: str) -> None:
-                        meta = dict(msg.metadata or {})
-                        meta["_stream_delta"] = True
-                        meta["_stream_id"] = _current_stream_id()
+        try:
+            async with lock, gate:
+                try:
+                    on_stream = on_stream_end = None
+                    if msg.metadata.get("_wants_stream"):
+                        # Split one answer into distinct stream segments.
+                        stream_base_id = f"{msg.session_key}:{time.time_ns()}"
+                        stream_segment = 0
+
+                        def _current_stream_id() -> str:
+                            return f"{stream_base_id}:{stream_segment}"
+
+                        async def on_stream(delta: str) -> None:
+                            meta = dict(msg.metadata or {})
+                            meta["_stream_delta"] = True
+                            meta["_stream_id"] = _current_stream_id()
+                            await self.bus.publish_outbound(OutboundMessage(
+                                channel=msg.channel, chat_id=msg.chat_id,
+                                content=delta,
+                                metadata=meta,
+                            ))
+
+                        async def on_stream_end(*, resuming: bool = False) -> None:
+                            nonlocal stream_segment
+                            meta = dict(msg.metadata or {})
+                            meta["_stream_end"] = True
+                            meta["_resuming"] = resuming
+                            meta["_stream_id"] = _current_stream_id()
+                            await self.bus.publish_outbound(OutboundMessage(
+                                channel=msg.channel, chat_id=msg.chat_id,
+                                content="",
+                                metadata=meta,
+                            ))
+                            stream_segment += 1
+
+                    response = await self._process_message(
+                        msg, on_stream=on_stream, on_stream_end=on_stream_end,
+                        pending_queue=pending,
+                    )
+                    if response is not None:
+                        await self.bus.publish_outbound(response)
+                    elif msg.channel == "cli":
                         await self.bus.publish_outbound(OutboundMessage(
                             channel=msg.channel, chat_id=msg.chat_id,
-                            content=delta,
-                            metadata=meta,
+                            content="", metadata=msg.metadata or {},
                         ))
-
-                    async def on_stream_end(*, resuming: bool = False) -> None:
-                        nonlocal stream_segment
-                        meta = dict(msg.metadata or {})
-                        meta["_stream_end"] = True
-                        meta["_resuming"] = resuming
-                        meta["_stream_id"] = _current_stream_id()
-                        await self.bus.publish_outbound(OutboundMessage(
-                            channel=msg.channel, chat_id=msg.chat_id,
-                            content="",
-                            metadata=meta,
-                        ))
-                        stream_segment += 1
-
-                response = await self._process_message(
-                    msg, on_stream=on_stream, on_stream_end=on_stream_end,
-                )
-                if response is not None:
-                    await self.bus.publish_outbound(response)
-                elif msg.channel == "cli":
+                except asyncio.CancelledError:
+                    logger.info("Task cancelled for session {}", session_key)
+                    raise
+                except Exception:
+                    logger.exception("Error processing message for session {}", session_key)
                     await self.bus.publish_outbound(OutboundMessage(
                         channel=msg.channel, chat_id=msg.chat_id,
-                        content="", metadata=msg.metadata or {},
+                        content="Sorry, I encountered an error.",
                     ))
-            except asyncio.CancelledError:
-                logger.info("Task cancelled for session {}", msg.session_key)
-                raise
-            except Exception:
-                logger.exception("Error processing message for session {}", msg.session_key)
-                await self.bus.publish_outbound(OutboundMessage(
-                    channel=msg.channel, chat_id=msg.chat_id,
-                    content="Sorry, I encountered an error.",
-                ))
+        finally:
+            # Drain any messages still in the pending queue and re-publish
+            # them to the bus so they are processed as fresh inbound messages
+            # rather than silently lost.
+            queue = self._pending_queues.pop(session_key, None)
+            if queue is not None:
+                leftover = 0
+                while True:
+                    try:
+                        item = queue.get_nowait()
+                    except asyncio.QueueEmpty:
+                        break
+                    await self.bus.publish_inbound(item)
+                    leftover += 1
+                if leftover:
+                    logger.info(
+                        "Re-published {} leftover message(s) to bus for session {}",
+                        leftover, session_key,
+                    )
 
     async def close_mcp(self) -> None:
         """Drain pending background archives, then close MCP connections."""
         if self._background_tasks:
             await asyncio.gather(*self._background_tasks, return_exceptions=True)
             self._background_tasks.clear()
-        if self._mcp_stack:
+        for name, stack in self._mcp_stacks.items():
             try:
-                await self._mcp_stack.aclose()
+                await stack.aclose()
             except (RuntimeError, BaseExceptionGroup):
-                pass  # MCP SDK cancel scope cleanup is noisy but harmless
-            self._mcp_stack = None
+                logger.debug("MCP server '{}' cleanup error (can be ignored)", name)
+        self._mcp_stacks.clear()
 
     def _schedule_background(self, coro) -> None:
         """Schedule a coroutine as a tracked background task (drained on shutdown)."""
@@ -513,27 +613,36 @@ class AgentLoop:
         on_progress: Callable[[str], Awaitable[None]] | None = None,
         on_stream: Callable[[str], Awaitable[None]] | None = None,
         on_stream_end: Callable[..., Awaitable[None]] | None = None,
+        pending_queue: asyncio.Queue | None = None,
     ) -> OutboundMessage | None:
         """Process a single inbound message and return the response."""
         # System messages: parse origin from chat_id ("channel:chat_id")
         if msg.channel == "system":
-            channel, chat_id = (msg.chat_id.split(":", 1) if ":" in msg.chat_id
-                                else ("cli", msg.chat_id))
+            channel, chat_id = (
+                msg.chat_id.split(":", 1) if ":" in msg.chat_id else ("cli", msg.chat_id)
+            )
             logger.info("Processing system message from {}", msg.sender_id)
             key = f"{channel}:{chat_id}"
             session = self.sessions.get_or_create(key)
             if self._restore_runtime_checkpoint(session):
                 self.sessions.save(session)
+            if self._restore_pending_user_turn(session):
+                self.sessions.save(session)
+
+            session, pending = self.auto_compact.prepare_session(session, key)
+
             await self.consolidator.maybe_consolidate_by_tokens(session)
             self._set_tool_context(channel, chat_id, msg.metadata.get("message_id"))
             history = session.get_history(max_messages=0)
             current_role = "assistant" if msg.sender_id == "subagent" else "user"
+
             messages = self.context.build_messages(
                 history=history,
                 current_message=msg.content, channel=channel, chat_id=chat_id,
+                session_summary=pending,
                 current_role=current_role,
             )
-            final_content, _, all_msgs = await self._run_agent_loop(
+            final_content, _, all_msgs, _, _ = await self._run_agent_loop(
                 messages, session=session, channel=channel, chat_id=chat_id,
                 message_id=msg.metadata.get("message_id"),
             )
@@ -541,8 +650,17 @@ class AgentLoop:
             self._clear_runtime_checkpoint(session)
             self.sessions.save(session)
             self._schedule_background(self.consolidator.maybe_consolidate_by_tokens(session))
-            return OutboundMessage(channel=channel, chat_id=chat_id,
-                                  content=final_content or "Background task completed.")
+            return OutboundMessage(
+                channel=channel,
+                chat_id=chat_id,
+                content=final_content or "Background task completed.",
+            )
+
+        # Extract document text from media at the processing boundary so all
+        # channels benefit without format-specific logic in ContextBuilder.
+        if msg.media:
+            new_content, image_only = extract_documents(msg.content, msg.media)
+            msg = dataclasses.replace(msg, content=new_content, media=image_only)
 
         preview = msg.content[:80] + "..." if len(msg.content) > 80 else msg.content
         logger.info("Processing message from {}:{}: {}", msg.channel, msg.sender_id, preview)
@@ -551,6 +669,10 @@ class AgentLoop:
         session = self.sessions.get_or_create(key)
         if self._restore_runtime_checkpoint(session):
             self.sessions.save(session)
+        if self._restore_pending_user_turn(session):
+            self.sessions.save(session)
+
+        session, pending = self.auto_compact.prepare_session(session, key)
 
         # Slash commands
         raw = msg.content.strip()
@@ -566,50 +688,85 @@ class AgentLoop:
                 message_tool.start_turn()
 
         history = session.get_history(max_messages=0)
+
         initial_messages = self.context.build_messages(
             history=history,
             current_message=msg.content,
+            session_summary=pending,
             media=msg.media if msg.media else None,
-            channel=msg.channel, chat_id=msg.chat_id,
+            channel=msg.channel,
+            chat_id=msg.chat_id,
         )
 
         async def _bus_progress(content: str, *, tool_hint: bool = False) -> None:
             meta = dict(msg.metadata or {})
             meta["_progress"] = True
             meta["_tool_hint"] = tool_hint
-            await self.bus.publish_outbound(OutboundMessage(
-                channel=msg.channel, chat_id=msg.chat_id, content=content, metadata=meta,
-            ))
+            await self.bus.publish_outbound(
+                OutboundMessage(
+                    channel=msg.channel,
+                    chat_id=msg.chat_id,
+                    content=content,
+                    metadata=meta,
+                )
+            )
 
-        final_content, _, all_msgs = await self._run_agent_loop(
+        # Persist the triggering user message immediately, before running the
+        # agent loop. If the process is killed mid-turn (OOM, SIGKILL, self-
+        # restart, etc.), the existing runtime_checkpoint preserves the
+        # in-flight assistant/tool state but NOT the user message itself, so
+        # the user's prompt is silently lost on recovery. Saving it up front
+        # makes recovery possible from the session log alone.
+        user_persisted_early = False
+        if isinstance(msg.content, str) and msg.content.strip():
+            session.add_message("user", msg.content)
+            self._mark_pending_user_turn(session)
+            self.sessions.save(session)
+            user_persisted_early = True
+
+        final_content, _, all_msgs, stop_reason, had_injections = await self._run_agent_loop(
             initial_messages,
             on_progress=on_progress or _bus_progress,
             on_stream=on_stream,
             on_stream_end=on_stream_end,
             session=session,
-            channel=msg.channel, chat_id=msg.chat_id,
+            channel=msg.channel,
+            chat_id=msg.chat_id,
             message_id=msg.metadata.get("message_id"),
+            pending_queue=pending_queue,
         )
 
         if final_content is None or not final_content.strip():
             final_content = EMPTY_FINAL_RESPONSE_MESSAGE
 
-        self._save_turn(session, all_msgs, 1 + len(history))
+        # Skip the already-persisted user message when saving the turn
+        save_skip = 1 + len(history) + (1 if user_persisted_early else 0)
+        self._save_turn(session, all_msgs, save_skip)
+        self._clear_pending_user_turn(session)
         self._clear_runtime_checkpoint(session)
         self.sessions.save(session)
         self._schedule_background(self.consolidator.maybe_consolidate_by_tokens(session))
 
+        # When follow-up messages were injected mid-turn, a later natural
+        # language reply may address those follow-ups and should not be
+        # suppressed just because MessageTool was used earlier in the turn.
+        # However, if the turn falls back to the empty-final-response
+        # placeholder, suppress it when the real user-visible output already
+        # came from MessageTool.
         if (mt := self.tools.get("message")) and isinstance(mt, MessageTool) and mt._sent_in_turn:
-            return None
+            if not had_injections or stop_reason == "empty_final_response":
+                return None
 
         preview = final_content[:120] + "..." if len(final_content) > 120 else final_content
         logger.info("Response to {}:{}: {}", msg.channel, msg.sender_id, preview)
 
         meta = dict(msg.metadata or {})
-        if on_stream is not None:
+        if on_stream is not None and stop_reason != "error":
             meta["_streamed"] = True
         return OutboundMessage(
-            channel=msg.channel, chat_id=msg.chat_id, content=final_content,
+            channel=msg.channel,
+            chat_id=msg.chat_id,
+            content=final_content,
             metadata=meta,
         )
 
@@ -617,7 +774,7 @@ class AgentLoop:
         self,
         content: list[dict[str, Any]],
         *,
-        truncate_text: bool = False,
+        should_truncate_text: bool = False,
         drop_runtime: bool = False,
     ) -> list[dict[str, Any]]:
         """Strip volatile multimodal payloads before writing session history."""
@@ -635,18 +792,17 @@ class AgentLoop:
             ):
                 continue
 
-            if (
-                block.get("type") == "image_url"
-                and block.get("image_url", {}).get("url", "").startswith("data:image/")
-            ):
+            if block.get("type") == "image_url" and block.get("image_url", {}).get(
+                "url", ""
+            ).startswith("data:image/"):
                 path = (block.get("_meta") or {}).get("path", "")
                 filtered.append({"type": "text", "text": image_placeholder_text(path)})
                 continue
 
             if block.get("type") == "text" and isinstance(block.get("text"), str):
                 text = block["text"]
-                if truncate_text and len(text) > self.max_tool_result_chars:
-                    text = truncate_text(text, self.max_tool_result_chars)
+                if should_truncate_text and len(text) > self.max_tool_result_chars:
+                    text = truncate_text_fn(text, self.max_tool_result_chars)
                 filtered.append({**block, "text": text})
                 continue
 
@@ -657,6 +813,7 @@ class AgentLoop:
     def _save_turn(self, session: Session, messages: list[dict], skip: int) -> None:
         """Save new-turn messages into session, truncating large tool results."""
         from datetime import datetime
+
         for m in messages[skip:]:
             entry = dict(m)
             role, content = entry.get("role"), entry.get("content")
@@ -664,20 +821,31 @@ class AgentLoop:
                 continue  # skip empty assistant messages — they poison session context
             if role == "tool":
                 if isinstance(content, str) and len(content) > self.max_tool_result_chars:
-                    entry["content"] = truncate_text(content, self.max_tool_result_chars)
+                    entry["content"] = truncate_text_fn(content, self.max_tool_result_chars)
                 elif isinstance(content, list):
-                    filtered = self._sanitize_persisted_blocks(content, truncate_text=True)
+                    filtered = self._sanitize_persisted_blocks(content, should_truncate_text=True)
                     if not filtered:
                         continue
                     entry["content"] = filtered
             elif role == "user":
                 if isinstance(content, str) and content.startswith(ContextBuilder._RUNTIME_CONTEXT_TAG):
-                    # Strip the runtime-context prefix, keep only the user text.
-                    parts = content.split("\n\n", 1)
-                    if len(parts) > 1 and parts[1].strip():
-                        entry["content"] = parts[1]
+                    # Strip the entire runtime-context block (including any session summary).
+                    # The block is bounded by _RUNTIME_CONTEXT_TAG and _RUNTIME_CONTEXT_END.
+                    end_marker = ContextBuilder._RUNTIME_CONTEXT_END
+                    end_pos = content.find(end_marker)
+                    if end_pos >= 0:
+                        after = content[end_pos + len(end_marker):].lstrip("\n")
+                        if after:
+                            entry["content"] = after
+                        else:
+                            continue
                     else:
-                        continue
+                        # Fallback: no end marker found, strip the tag prefix
+                        after_tag = content[len(ContextBuilder._RUNTIME_CONTEXT_TAG):].lstrip("\n")
+                        if after_tag.strip():
+                            entry["content"] = after_tag
+                        else:
+                            continue
                 if isinstance(content, list):
                     filtered = self._sanitize_persisted_blocks(content, drop_runtime=True)
                     if not filtered:
@@ -692,6 +860,12 @@ class AgentLoop:
         session.metadata[self._RUNTIME_CHECKPOINT_KEY] = payload
         self.sessions.save(session)
 
+    def _mark_pending_user_turn(self, session: Session) -> None:
+        session.metadata[self._PENDING_USER_TURN_KEY] = True
+
+    def _clear_pending_user_turn(self, session: Session) -> None:
+        session.metadata.pop(self._PENDING_USER_TURN_KEY, None)
+
     def _clear_runtime_checkpoint(self, session: Session) -> None:
         if self._RUNTIME_CHECKPOINT_KEY in session.metadata:
             session.metadata.pop(self._RUNTIME_CHECKPOINT_KEY, None)
@@ -735,13 +909,15 @@ class AgentLoop:
                 continue
             tool_id = tool_call.get("id")
             name = ((tool_call.get("function") or {}).get("name")) or "tool"
-            restored_messages.append({
-                "role": "tool",
-                "tool_call_id": tool_id,
-                "name": name,
-                "content": "Error: Task interrupted before this tool finished.",
-                "timestamp": datetime.now().isoformat(),
-            })
+            restored_messages.append(
+                {
+                    "role": "tool",
+                    "tool_call_id": tool_id,
+                    "name": name,
+                    "content": "Error: Task interrupted before this tool finished.",
+                    "timestamp": datetime.now().isoformat(),
+                }
+            )
 
         overlap = 0
         max_overlap = min(len(session.messages), len(restored_messages))
@@ -756,23 +932,51 @@ class AgentLoop:
                 break
         session.messages.extend(restored_messages[overlap:])
 
+        self._clear_pending_user_turn(session)
         self._clear_runtime_checkpoint(session)
         return True
 
+    def _restore_pending_user_turn(self, session: Session) -> bool:
+        """Close a turn that only persisted the user message before crashing."""
+        from datetime import datetime
+
+        if not session.metadata.get(self._PENDING_USER_TURN_KEY):
+            return False
+
+        if session.messages and session.messages[-1].get("role") == "user":
+            session.messages.append(
+                {
+                    "role": "assistant",
+                    "content": "Error: Task interrupted before a response was generated.",
+                    "timestamp": datetime.now().isoformat(),
+                }
+            )
+            session.updated_at = datetime.now()
+
+        self._clear_pending_user_turn(session)
+        return True
+
     async def process_direct(
         self,
         content: str,
         session_key: str = "cli:direct",
         channel: str = "cli",
         chat_id: str = "direct",
+        media: list[str] | None = None,
         on_progress: Callable[[str], Awaitable[None]] | None = None,
         on_stream: Callable[[str], Awaitable[None]] | None = None,
         on_stream_end: Callable[..., Awaitable[None]] | None = None,
     ) -> OutboundMessage | None:
         """Process a message directly and return the outbound payload."""
         await self._connect_mcp()
-        msg = InboundMessage(channel=channel, sender_id="user", chat_id=chat_id, content=content)
+        msg = InboundMessage(
+            channel=channel, sender_id="user", chat_id=chat_id,
+            content=content, media=media or [],
+        )
         return await self._process_message(
-            msg, session_key=session_key, on_progress=on_progress,
-            on_stream=on_stream, on_stream_end=on_stream_end,
+            msg,
+            session_key=session_key,
+            on_progress=on_progress,
+            on_stream=on_stream,
+            on_stream_end=on_stream_end,
         )

nanobot/agent/memory.py

@@ -290,7 +290,7 @@ class MemoryStore:
                 if not lines:
                     return None
                 return json.loads(lines[-1])
-        except (FileNotFoundError, json.JSONDecodeError):
+        except (FileNotFoundError, json.JSONDecodeError, UnicodeDecodeError):
             return None
 
     def _write_entries(self, entries: list[dict[str, Any]]) -> None:
@@ -347,6 +347,7 @@ class Consolidator:
     """Lightweight consolidation: summarizes evicted messages into history.jsonl."""
 
     _MAX_CONSOLIDATION_ROUNDS = 5
+    _MAX_CHUNK_MESSAGES = 60  # hard cap per consolidation round
 
     _SAFETY_BUFFER = 1024  # extra headroom for tokenizer estimation drift
 
@@ -399,6 +400,22 @@ class Consolidator:
 
         return last_boundary
 
+    def _cap_consolidation_boundary(
+        self,
+        session: Session,
+        end_idx: int,
+    ) -> int | None:
+        """Clamp the chunk size without breaking the user-turn boundary."""
+        start = session.last_consolidated
+        if end_idx - start <= self._MAX_CHUNK_MESSAGES:
+            return end_idx
+
+        capped_end = start + self._MAX_CHUNK_MESSAGES
+        for idx in range(capped_end, start, -1):
+            if session.messages[idx].get("role") == "user":
+                return idx
+        return None
+
     def estimate_session_prompt_tokens(self, session: Session) -> tuple[int, str]:
         """Estimate current prompt size for the normal session history view."""
         history = session.get_history(max_messages=0)
@@ -416,13 +433,13 @@ class Consolidator:
             self._get_tool_definitions(),
         )
 
-    async def archive(self, messages: list[dict]) -> bool:
+    async def archive(self, messages: list[dict]) -> str | None:
         """Summarize messages via LLM and append to history.jsonl.
 
-        Returns True on success (or degraded success), False if nothing to do.
+        Returns the summary text on success, None if nothing to archive.
         """
         if not messages:
-            return False
+            return None
         try:
             formatted = MemoryStore._format_messages(messages)
             response = await self.provider.chat_with_retry(
@@ -442,11 +459,11 @@ class Consolidator:
             )
             summary = response.content or "[no summary]"
             self.store.append_history(summary)
-            return True
+            return summary
         except Exception:
             logger.warning("Consolidation LLM call failed, raw-dumping to history")
             self.store.raw_archive(messages)
-            return True
+            return None
 
     async def maybe_consolidate_by_tokens(self, session: Session) -> None:
         """Loop: archive old messages until prompt fits within safe budget.
@@ -461,16 +478,22 @@ class Consolidator:
         async with lock:
             budget = self.context_window_tokens - self.max_completion_tokens - self._SAFETY_BUFFER
             target = budget // 2
-            estimated, source = self.estimate_session_prompt_tokens(session)
+            try:
+                estimated, source = self.estimate_session_prompt_tokens(session)
+            except Exception:
+                logger.exception("Token estimation failed for {}", session.key)
+                estimated, source = 0, "error"
             if estimated <= 0:
                 return
             if estimated < budget:
+                unconsolidated_count = len(session.messages) - session.last_consolidated
                 logger.debug(
-                    "Token consolidation idle {}: {}/{} via {}",
+                    "Token consolidation idle {}: {}/{} via {}, msgs={}",
                     session.key,
                     estimated,
                     self.context_window_tokens,
                     source,
+                    unconsolidated_count,
                 )
                 return
 
@@ -488,6 +511,15 @@ class Consolidator:
                     return
 
                 end_idx = boundary[0]
+                end_idx = self._cap_consolidation_boundary(session, end_idx)
+                if end_idx is None:
+                    logger.debug(
+                        "Token consolidation: no capped boundary for {} (round {})",
+                        session.key,
+                        round_num,
+                    )
+                    return
+
                 chunk = session.messages[session.last_consolidated:end_idx]
                 if not chunk:
                     return
@@ -506,7 +538,11 @@ class Consolidator:
                 session.last_consolidated = end_idx
                 self.sessions.save(session)
 
-                estimated, source = self.estimate_session_prompt_tokens(session)
+                try:
+                    estimated, source = self.estimate_session_prompt_tokens(session)
+                except Exception:
+                    logger.exception("Token estimation failed for {}", session.key)
+                    estimated, source = 0, "error"
                 if estimated <= 0:
                     return
 
@@ -546,18 +582,60 @@ class Dream:
 
     def _build_tools(self) -> ToolRegistry:
         """Build a minimal tool registry for the Dream agent."""
-        from nanobot.agent.tools.filesystem import EditFileTool, ReadFileTool
+        from nanobot.agent.skills import BUILTIN_SKILLS_DIR
+        from nanobot.agent.tools.filesystem import EditFileTool, ReadFileTool, WriteFileTool
 
         tools = ToolRegistry()
         workspace = self.store.workspace
-        tools.register(ReadFileTool(workspace=workspace, allowed_dir=workspace))
+        # Allow reading builtin skills for reference during skill creation
+        extra_read = [BUILTIN_SKILLS_DIR] if BUILTIN_SKILLS_DIR.exists() else None
+        tools.register(ReadFileTool(
+            workspace=workspace,
+            allowed_dir=workspace,
+            extra_allowed_dirs=extra_read,
+        ))
         tools.register(EditFileTool(workspace=workspace, allowed_dir=workspace))
+        # write_file resolves relative paths from workspace root, but can only
+        # write under skills/ so the prompt can safely use skills/<name>/SKILL.md.
+        skills_dir = workspace / "skills"
+        skills_dir.mkdir(parents=True, exist_ok=True)
+        tools.register(WriteFileTool(workspace=workspace, allowed_dir=skills_dir))
         return tools
 
+    # -- skill listing --------------------------------------------------------
+
+    def _list_existing_skills(self) -> list[str]:
+        """List existing skills as 'name — description' for dedup context."""
+        import re as _re
+
+        from nanobot.agent.skills import BUILTIN_SKILLS_DIR
+
+        _DESC_RE = _re.compile(r"^description:\s*(.+)$", _re.MULTILINE | _re.IGNORECASE)
+        entries: dict[str, str] = {}
+        for base in (self.store.workspace / "skills", BUILTIN_SKILLS_DIR):
+            if not base.exists():
+                continue
+            for d in base.iterdir():
+                if not d.is_dir():
+                    continue
+                skill_md = d / "SKILL.md"
+                if not skill_md.exists():
+                    continue
+                # Prefer workspace skills over builtin (same name)
+                if d.name in entries and base == BUILTIN_SKILLS_DIR:
+                    continue
+                content = skill_md.read_text(encoding="utf-8")[:500]
+                m = _DESC_RE.search(content)
+                desc = m.group(1).strip() if m else "(no description)"
+                entries[d.name] = desc
+        return [f"{name} — {desc}" for name, desc in sorted(entries.items())]
+
     # -- main entry ----------------------------------------------------------
 
     async def run(self) -> bool:
         """Process unprocessed history entries. Returns True if work was done."""
+        from nanobot.agent.skills import BUILTIN_SKILLS_DIR
+
         last_cursor = self.store.get_last_dream_cursor()
         entries = self.store.read_unprocessed_history(since_cursor=last_cursor)
         if not entries:
@@ -575,16 +653,19 @@ class Dream:
         )
 
         # Current file contents
+        current_date = datetime.now().strftime("%Y-%m-%d")
         current_memory = self.store.read_memory() or "(empty)"
         current_soul = self.store.read_soul() or "(empty)"
         current_user = self.store.read_user() or "(empty)"
+
         file_context = (
-            f"## Current MEMORY.md\n{current_memory}\n\n"
-            f"## Current SOUL.md\n{current_soul}\n\n"
-            f"## Current USER.md\n{current_user}"
+            f"## Current Date\n{current_date}\n\n"
+            f"## Current MEMORY.md ({len(current_memory)} chars)\n{current_memory}\n\n"
+            f"## Current SOUL.md ({len(current_soul)} chars)\n{current_soul}\n\n"
+            f"## Current USER.md ({len(current_user)} chars)\n{current_user}"
         )
 
-        # Phase 1: Analyze
+        # Phase 1: Analyze (no skills list — dedup is Phase 2's job)
         phase1_prompt = (
             f"## Conversation History\n{history_text}\n\n{file_context}"
         )
@@ -603,19 +684,31 @@ class Dream:
                 tool_choice=None,
             )
             analysis = phase1_response.content or ""
-            logger.debug("Dream Phase 1 complete ({} chars)", len(analysis))
+            logger.debug("Dream Phase 1 analysis ({} chars): {}", len(analysis), analysis[:500])
         except Exception:
             logger.exception("Dream Phase 1 failed")
             return False
 
         # Phase 2: Delegate to AgentRunner with read_file / edit_file
-        phase2_prompt = f"## Analysis Result\n{analysis}\n\n{file_context}"
+        existing_skills = self._list_existing_skills()
+        skills_section = ""
+        if existing_skills:
+            skills_section = (
+                "\n\n## Existing Skills\n"
+                + "\n".join(f"- {s}" for s in existing_skills)
+            )
+        phase2_prompt = f"## Analysis Result\n{analysis}\n\n{file_context}{skills_section}"
 
         tools = self._tools
+        skill_creator_path = BUILTIN_SKILLS_DIR / "skill-creator" / "SKILL.md"
         messages: list[dict[str, Any]] = [
             {
                 "role": "system",
-                "content": render_template("agent/dream_phase2.md", strip=True),
+                "content": render_template(
+                    "agent/dream_phase2.md",
+                    strip=True,
+                    skill_creator_path=str(skill_creator_path),
+                ),
             },
             {"role": "user", "content": phase2_prompt},
         ]
@@ -633,6 +726,8 @@ class Dream:
                 "Dream Phase 2 complete: stop_reason={}, tool_events={}",
                 result.stop_reason, len(result.tool_events),
             )
+            for ev in (result.tool_events or []):
+                logger.info("Dream tool_event: name={}, status={}, detail={}", ev.get("name"), ev.get("status"), ev.get("detail", "")[:200])
         except Exception:
             logger.exception("Dream Phase 2 failed")
             result = None

nanobot/agent/runner.py

@@ -4,6 +4,7 @@ from __future__ import annotations
 
 import asyncio
 from dataclasses import dataclass, field
+import inspect
 from pathlib import Path
 from typing import Any
 
@@ -24,14 +25,29 @@ from nanobot.utils.helpers import (
 from nanobot.utils.runtime import (
     EMPTY_FINAL_RESPONSE_MESSAGE,
     build_finalization_retry_message,
+    build_length_recovery_message,
     ensure_nonempty_tool_result,
     is_blank_text,
     repeated_external_lookup_error,
 )
 
 _DEFAULT_ERROR_MESSAGE = "Sorry, I encountered an error calling the AI model."
+_PERSISTED_MODEL_ERROR_PLACEHOLDER = "[Assistant reply unavailable due to model error.]"
 _MAX_EMPTY_RETRIES = 2
+_MAX_LENGTH_RECOVERIES = 3
+_MAX_INJECTIONS_PER_TURN = 3
+_MAX_INJECTION_CYCLES = 5
 _SNIP_SAFETY_BUFFER = 1024
+_MICROCOMPACT_KEEP_RECENT = 10
+_MICROCOMPACT_MIN_CHARS = 500
+_COMPACTABLE_TOOLS = frozenset({
+    "read_file", "exec", "grep", "glob",
+    "web_search", "web_fetch", "list_dir",
+})
+_BACKFILL_CONTENT = "[Tool result unavailable — call was interrupted or lost]"
+
+
+
 @dataclass(slots=True)
 class AgentRunSpec:
     """Configuration for a single agent execution."""
@@ -56,6 +72,7 @@ class AgentRunSpec:
     provider_retry_mode: str = "standard"
     progress_callback: Any | None = None
     checkpoint_callback: Any | None = None
+    injection_callback: Any | None = None
 
 
 @dataclass(slots=True)
@@ -69,6 +86,7 @@ class AgentRunResult:
     stop_reason: str = "completed"
     error: str | None = None
     tool_events: list[dict[str, str]] = field(default_factory=list)
+    had_injections: bool = False
 
 
 class AgentRunner:
@@ -77,6 +95,134 @@ class AgentRunner:
     def __init__(self, provider: LLMProvider):
         self.provider = provider
 
+    @staticmethod
+    def _merge_message_content(left: Any, right: Any) -> str | list[dict[str, Any]]:
+        if isinstance(left, str) and isinstance(right, str):
+            return f"{left}\n\n{right}" if left else right
+
+        def _to_blocks(value: Any) -> list[dict[str, Any]]:
+            if isinstance(value, list):
+                return [
+                    item if isinstance(item, dict) else {"type": "text", "text": str(item)}
+                    for item in value
+                ]
+            if value is None:
+                return []
+            return [{"type": "text", "text": str(value)}]
+
+        return _to_blocks(left) + _to_blocks(right)
+
+    @classmethod
+    def _append_injected_messages(
+        cls,
+        messages: list[dict[str, Any]],
+        injections: list[dict[str, Any]],
+    ) -> None:
+        """Append injected user messages while preserving role alternation."""
+        for injection in injections:
+            if (
+                messages
+                and injection.get("role") == "user"
+                and messages[-1].get("role") == "user"
+            ):
+                merged = dict(messages[-1])
+                merged["content"] = cls._merge_message_content(
+                    merged.get("content"),
+                    injection.get("content"),
+                )
+                messages[-1] = merged
+                continue
+            messages.append(injection)
+
+    async def _try_drain_injections(
+        self,
+        spec: AgentRunSpec,
+        messages: list[dict[str, Any]],
+        assistant_message: dict[str, Any] | None,
+        injection_cycles: int,
+        *,
+        phase: str = "after error",
+        iteration: int | None = None,
+    ) -> tuple[bool, int]:
+        """Drain pending injections. Returns (should_continue, updated_cycles).
+
+        If injections are found and we haven't exceeded _MAX_INJECTION_CYCLES,
+        append them to *messages* (and emit a checkpoint if *assistant_message*
+        and *iteration* are both provided) and return (True, cycles+1) so the
+        caller continues the iteration loop.  Otherwise return (False, cycles).
+        """
+        if injection_cycles >= _MAX_INJECTION_CYCLES:
+            return False, injection_cycles
+        injections = await self._drain_injections(spec)
+        if not injections:
+            return False, injection_cycles
+        injection_cycles += 1
+        if assistant_message is not None:
+            messages.append(assistant_message)
+            if iteration is not None:
+                await self._emit_checkpoint(
+                    spec,
+                    {
+                        "phase": "final_response",
+                        "iteration": iteration,
+                        "model": spec.model,
+                        "assistant_message": assistant_message,
+                        "completed_tool_results": [],
+                        "pending_tool_calls": [],
+                    },
+                )
+        self._append_injected_messages(messages, injections)
+        logger.info(
+            "Injected {} follow-up message(s) {} ({}/{})",
+            len(injections), phase, injection_cycles, _MAX_INJECTION_CYCLES,
+        )
+        return True, injection_cycles
+
+    async def _drain_injections(self, spec: AgentRunSpec) -> list[dict[str, Any]]:
+        """Drain pending user messages via the injection callback.
+
+        Returns normalized user messages (capped by
+        ``_MAX_INJECTIONS_PER_TURN``), or an empty list when there is
+        nothing to inject. Messages beyond the cap are logged so they
+        are not silently lost.
+        """
+        if spec.injection_callback is None:
+            return []
+        try:
+            signature = inspect.signature(spec.injection_callback)
+            accepts_limit = (
+                "limit" in signature.parameters
+                or any(
+                    parameter.kind is inspect.Parameter.VAR_KEYWORD
+                    for parameter in signature.parameters.values()
+                )
+            )
+            if accepts_limit:
+                items = await spec.injection_callback(limit=_MAX_INJECTIONS_PER_TURN)
+            else:
+                items = await spec.injection_callback()
+        except Exception:
+            logger.exception("injection_callback failed")
+            return []
+        if not items:
+            return []
+        injected_messages: list[dict[str, Any]] = []
+        for item in items:
+            if isinstance(item, dict) and item.get("role") == "user" and "content" in item:
+                injected_messages.append(item)
+                continue
+            text = getattr(item, "content", str(item))
+            if text.strip():
+                injected_messages.append({"role": "user", "content": text})
+        if len(injected_messages) > _MAX_INJECTIONS_PER_TURN:
+            dropped = len(injected_messages) - _MAX_INJECTIONS_PER_TURN
+            logger.warning(
+                "Injection callback returned {} messages, capping to {} ({} dropped)",
+                len(injected_messages), _MAX_INJECTIONS_PER_TURN, dropped,
+            )
+            injected_messages = injected_messages[:_MAX_INJECTIONS_PER_TURN]
+        return injected_messages
+
     async def run(self, spec: AgentRunSpec) -> AgentRunResult:
         hook = spec.hook or AgentHook()
         messages = list(spec.initial_messages)
@@ -88,19 +234,36 @@ class AgentRunner:
         tool_events: list[dict[str, str]] = []
         external_lookup_counts: dict[str, int] = {}
         empty_content_retries = 0
+        length_recovery_count = 0
+        had_injections = False
+        injection_cycles = 0
 
         for iteration in range(spec.max_iterations):
             try:
-                messages = self._apply_tool_result_budget(spec, messages)
-                messages_for_model = self._snip_history(spec, messages)
+                # Keep the persisted conversation untouched. Context governance
+                # may repair or compact historical messages for the model, but
+                # those synthetic edits must not shift the append boundary used
+                # later when the caller saves only the new turn.
+                messages_for_model = self._drop_orphan_tool_results(messages)
+                messages_for_model = self._backfill_missing_tool_results(messages_for_model)
+                messages_for_model = self._microcompact(messages_for_model)
+                messages_for_model = self._apply_tool_result_budget(spec, messages_for_model)
+                messages_for_model = self._snip_history(spec, messages_for_model)
+                # Snipping may have created new orphans; clean them up.
+                messages_for_model = self._drop_orphan_tool_results(messages_for_model)
+                messages_for_model = self._backfill_missing_tool_results(messages_for_model)
             except Exception as exc:
                 logger.warning(
-                    "Context governance failed on turn {} for {}: {}; using raw messages",
+                    "Context governance failed on turn {} for {}: {}; applying minimal repair",
                     iteration,
                     spec.session_key or "default",
                     exc,
                 )
-                messages_for_model = messages
+                try:
+                    messages_for_model = self._drop_orphan_tool_results(messages)
+                    messages_for_model = self._backfill_missing_tool_results(messages_for_model)
+                except Exception:
+                    messages_for_model = messages
             context = AgentHookContext(iteration=iteration, messages=messages)
             await hook.before_iteration(context)
             response = await self._request_model(spec, messages_for_model, hook, context)
@@ -144,16 +307,6 @@ class AgentRunner:
                 tool_events.extend(new_events)
                 context.tool_results = list(results)
                 context.tool_events = list(new_events)
-                if fatal_error is not None:
-                    error = f"Error: {type(fatal_error).__name__}: {fatal_error}"
-                    final_content = error
-                    stop_reason = "tool_error"
-                    self._append_final_message(messages, final_content)
-                    context.final_content = final_content
-                    context.error = error
-                    context.stop_reason = stop_reason
-                    await hook.after_iteration(context)
-                    break
                 completed_tool_results: list[dict[str, Any]] = []
                 for tool_call, result in zip(response.tool_calls, results):
                     tool_message = {
@@ -169,6 +322,23 @@ class AgentRunner:
                     }
                     messages.append(tool_message)
                     completed_tool_results.append(tool_message)
+                if fatal_error is not None:
+                    error = f"Error: {type(fatal_error).__name__}: {fatal_error}"
+                    final_content = error
+                    stop_reason = "tool_error"
+                    self._append_final_message(messages, final_content)
+                    context.final_content = final_content
+                    context.error = error
+                    context.stop_reason = stop_reason
+                    await hook.after_iteration(context)
+                    should_continue, injection_cycles = await self._try_drain_injections(
+                        spec, messages, None, injection_cycles,
+                        phase="after tool error",
+                    )
+                    if should_continue:
+                        had_injections = True
+                        continue
+                    break
                 await self._emit_checkpoint(
                     spec,
                     {
@@ -181,6 +351,14 @@ class AgentRunner:
                     },
                 )
                 empty_content_retries = 0
+                length_recovery_count = 0
+                # Checkpoint 1: drain injections after tools, before next LLM call
+                _drained, injection_cycles = await self._try_drain_injections(
+                    spec, messages, None, injection_cycles,
+                    phase="after tool execution",
+                )
+                if _drained:
+                    had_injections = True
                 await hook.after_iteration(context)
                 continue
 
@@ -216,18 +394,69 @@ class AgentRunner:
                 context.tool_calls = list(response.tool_calls)
                 clean = hook.finalize_content(context, response.content)
 
+            if response.finish_reason == "length" and not is_blank_text(clean):
+                length_recovery_count += 1
+                if length_recovery_count <= _MAX_LENGTH_RECOVERIES:
+                    logger.info(
+                        "Output truncated on turn {} for {} ({}/{}); continuing",
+                        iteration,
+                        spec.session_key or "default",
+                        length_recovery_count,
+                        _MAX_LENGTH_RECOVERIES,
+                    )
+                    if hook.wants_streaming():
+                        await hook.on_stream_end(context, resuming=True)
+                    messages.append(build_assistant_message(
+                        clean,
+                        reasoning_content=response.reasoning_content,
+                        thinking_blocks=response.thinking_blocks,
+                    ))
+                    messages.append(build_length_recovery_message())
+                    await hook.after_iteration(context)
+                    continue
+
+            assistant_message: dict[str, Any] | None = None
+            if response.finish_reason != "error" and not is_blank_text(clean):
+                assistant_message = build_assistant_message(
+                    clean,
+                    reasoning_content=response.reasoning_content,
+                    thinking_blocks=response.thinking_blocks,
+                )
+
+            # Check for mid-turn injections BEFORE signaling stream end.
+            # If injections are found we keep the stream alive (resuming=True)
+            # so streaming channels don't prematurely finalize the card.
+            should_continue, injection_cycles = await self._try_drain_injections(
+                spec, messages, assistant_message, injection_cycles,
+                phase="after final response",
+                iteration=iteration,
+            )
+            if should_continue:
+                had_injections = True
+
             if hook.wants_streaming():
-                await hook.on_stream_end(context, resuming=False)
+                await hook.on_stream_end(context, resuming=should_continue)
+
+            if should_continue:
+                await hook.after_iteration(context)
+                continue
 
             if response.finish_reason == "error":
                 final_content = clean or spec.error_message or _DEFAULT_ERROR_MESSAGE
                 stop_reason = "error"
                 error = final_content
-                self._append_final_message(messages, final_content)
+                self._append_model_error_placeholder(messages)
                 context.final_content = final_content
                 context.error = error
                 context.stop_reason = stop_reason
                 await hook.after_iteration(context)
+                should_continue, injection_cycles = await self._try_drain_injections(
+                    spec, messages, None, injection_cycles,
+                    phase="after LLM error",
+                )
+                if should_continue:
+                    had_injections = True
+                    continue
                 break
             if is_blank_text(clean):
                 final_content = EMPTY_FINAL_RESPONSE_MESSAGE
@@ -238,9 +467,16 @@ class AgentRunner:
                 context.error = error
                 context.stop_reason = stop_reason
                 await hook.after_iteration(context)
+                should_continue, injection_cycles = await self._try_drain_injections(
+                    spec, messages, None, injection_cycles,
+                    phase="after empty response",
+                )
+                if should_continue:
+                    had_injections = True
+                    continue
                 break
 
-            messages.append(build_assistant_message(
+            messages.append(assistant_message or build_assistant_message(
                 clean,
                 reasoning_content=response.reasoning_content,
                 thinking_blocks=response.thinking_blocks,
@@ -274,6 +510,17 @@ class AgentRunner:
                     max_iterations=spec.max_iterations,
                 )
             self._append_final_message(messages, final_content)
+            # Drain any remaining injections so they are appended to the
+            # conversation history instead of being re-published as
+            # independent inbound messages by _dispatch's finally block.
+            # We ignore should_continue here because the for-loop has already
+            # exhausted all iterations.
+            drained_after_max_iterations, injection_cycles = await self._try_drain_injections(
+                spec, messages, None, injection_cycles,
+                phase="after max_iterations",
+            )
+            if drained_after_max_iterations:
+                had_injections = True
 
         return AgentRunResult(
             final_content=final_content,
@@ -283,6 +530,7 @@ class AgentRunner:
             stop_reason=stop_reason,
             error=error,
             tool_events=tool_events,
+            had_injections=had_injections,
         )
 
     def _build_request_kwargs(
@@ -487,6 +735,12 @@ class AgentRunner:
             return
         messages.append(build_assistant_message(content))
 
+    @staticmethod
+    def _append_model_error_placeholder(messages: list[dict[str, Any]]) -> None:
+        if messages and messages[-1].get("role") == "assistant" and not messages[-1].get("tool_calls"):
+            return
+        messages.append(build_assistant_message(_PERSISTED_MODEL_ERROR_PLACEHOLDER))
+
     def _normalize_tool_result(
         self,
         spec: AgentRunSpec,
@@ -515,6 +769,99 @@ class AgentRunner:
             return truncate_text(content, spec.max_tool_result_chars)
         return content
 
+    @staticmethod
+    def _drop_orphan_tool_results(
+        messages: list[dict[str, Any]],
+    ) -> list[dict[str, Any]]:
+        """Drop tool results that have no matching assistant tool_call earlier in the history."""
+        declared: set[str] = set()
+        updated: list[dict[str, Any]] | None = None
+        for idx, msg in enumerate(messages):
+            role = msg.get("role")
+            if role == "assistant":
+                for tc in msg.get("tool_calls") or []:
+                    if isinstance(tc, dict) and tc.get("id"):
+                        declared.add(str(tc["id"]))
+            if role == "tool":
+                tid = msg.get("tool_call_id")
+                if tid and str(tid) not in declared:
+                    if updated is None:
+                        updated = [dict(m) for m in messages[:idx]]
+                    continue
+            if updated is not None:
+                updated.append(dict(msg))
+
+        if updated is None:
+            return messages
+        return updated
+
+    @staticmethod
+    def _backfill_missing_tool_results(
+        messages: list[dict[str, Any]],
+    ) -> list[dict[str, Any]]:
+        """Insert synthetic error results for orphaned tool_use blocks."""
+        declared: list[tuple[int, str, str]] = []  # (assistant_idx, call_id, name)
+        fulfilled: set[str] = set()
+        for idx, msg in enumerate(messages):
+            role = msg.get("role")
+            if role == "assistant":
+                for tc in msg.get("tool_calls") or []:
+                    if isinstance(tc, dict) and tc.get("id"):
+                        name = ""
+                        func = tc.get("function")
+                        if isinstance(func, dict):
+                            name = func.get("name", "")
+                        declared.append((idx, str(tc["id"]), name))
+            elif role == "tool":
+                tid = msg.get("tool_call_id")
+                if tid:
+                    fulfilled.add(str(tid))
+
+        missing = [(ai, cid, name) for ai, cid, name in declared if cid not in fulfilled]
+        if not missing:
+            return messages
+
+        updated = list(messages)
+        offset = 0
+        for assistant_idx, call_id, name in missing:
+            insert_at = assistant_idx + 1 + offset
+            while insert_at < len(updated) and updated[insert_at].get("role") == "tool":
+                insert_at += 1
+            updated.insert(insert_at, {
+                "role": "tool",
+                "tool_call_id": call_id,
+                "name": name,
+                "content": _BACKFILL_CONTENT,
+            })
+            offset += 1
+        return updated
+
+    @staticmethod
+    def _microcompact(messages: list[dict[str, Any]]) -> list[dict[str, Any]]:
+        """Replace old compactable tool results with one-line summaries."""
+        compactable_indices: list[int] = []
+        for idx, msg in enumerate(messages):
+            if msg.get("role") == "tool" and msg.get("name") in _COMPACTABLE_TOOLS:
+                compactable_indices.append(idx)
+
+        if len(compactable_indices) <= _MICROCOMPACT_KEEP_RECENT:
+            return messages
+
+        stale = compactable_indices[: len(compactable_indices) - _MICROCOMPACT_KEEP_RECENT]
+        updated: list[dict[str, Any]] | None = None
+        for idx in stale:
+            msg = messages[idx]
+            content = msg.get("content")
+            if not isinstance(content, str) or len(content) < _MICROCOMPACT_MIN_CHARS:
+                continue
+            name = msg.get("name", "tool")
+            summary = f"[{name} result omitted from context]"
+            if updated is None:
+                updated = [dict(m) for m in messages]
+            updated[idx]["content"] = summary
+
+        return updated if updated is not None else messages
+
     def _apply_tool_result_budget(
         self,
         spec: AgentRunSpec,

nanobot/agent/skills.py

@@ -28,10 +28,11 @@ class SkillsLoader:
     specific tools or perform certain tasks.
     """
 
-    def __init__(self, workspace: Path, builtin_skills_dir: Path | None = None):
+    def __init__(self, workspace: Path, builtin_skills_dir: Path | None = None, disabled_skills: set[str] | None = None):
         self.workspace = workspace
         self.workspace_skills = workspace / "skills"
         self.builtin_skills = builtin_skills_dir or BUILTIN_SKILLS_DIR
+        self.disabled_skills = disabled_skills or set()
 
     def _skill_entries_from_dir(self, base: Path, source: str, *, skip_names: set[str] | None = None) -> list[dict[str, str]]:
         if not base.exists():
@@ -66,6 +67,9 @@ class SkillsLoader:
                 self._skill_entries_from_dir(self.builtin_skills, "builtin", skip_names=workspace_names)
             )
 
+        if self.disabled_skills:
+            skills = [s for s in skills if s["name"] not in self.disabled_skills]
+
         if filter_unavailable:
             return [skill for skill in skills if self._check_requirements(self._get_skill_meta(skill["name"]))]
         return skills

nanobot/agent/subagent.py

@@ -27,6 +27,7 @@ class _SubagentHook(AgentHook):
     """Logging-only hook for subagent execution."""
 
     def __init__(self, task_id: str) -> None:
+        super().__init__()
         self._task_id = task_id
 
     async def before_execute_tools(self, context: AgentHookContext) -> None:
@@ -51,6 +52,7 @@ class SubagentManager:
         web_config: "WebToolsConfig | None" = None,
         exec_config: "ExecToolConfig | None" = None,
         restrict_to_workspace: bool = False,
+        disabled_skills: list[str] | None = None,
     ):
         from nanobot.config.schema import ExecToolConfig
 
@@ -62,6 +64,7 @@ class SubagentManager:
         self.max_tool_result_chars = max_tool_result_chars
         self.exec_config = exec_config or ExecToolConfig()
         self.restrict_to_workspace = restrict_to_workspace
+        self.disabled_skills = set(disabled_skills or [])
         self.runner = AgentRunner(provider)
         self._running_tasks: dict[str, asyncio.Task[None]] = {}
         self._session_tasks: dict[str, set[str]] = {}  # session_key -> {task_id, ...}
@@ -235,7 +238,10 @@ class SubagentManager:
         from nanobot.agent.skills import SkillsLoader
 
         time_ctx = ContextBuilder._build_runtime_context(None, None)
-        skills_summary = SkillsLoader(self.workspace).build_skills_summary()
+        skills_summary = SkillsLoader(
+            self.workspace,
+            disabled_skills=self.disabled_skills,
+        ).build_skills_summary()
         return render_template(
             "agent/subagent_system.md",
             time_ctx=time_ctx,
@@ -256,3 +262,11 @@ class SubagentManager:
     def get_running_count(self) -> int:
         """Return the number of currently running subagents."""
         return len(self._running_tasks)
+
+    def get_running_count_by_session(self, session_key: str) -> int:
+        """Return the number of currently running subagents for a session."""
+        tids = self._session_tasks.get(session_key, set())
+        return sum(
+            1 for tid in tids
+            if tid in self._running_tasks and not self._running_tasks[tid].done()
+        )

nanobot/agent/tools/file_state.py

@@ -0,0 +1,105 @@
+"""Track file-read state for read-before-edit warnings and read deduplication."""
+
+from __future__ import annotations
+
+import hashlib
+import os
+from dataclasses import dataclass
+from pathlib import Path
+
+
+@dataclass(slots=True)
+class ReadState:
+    mtime: float
+    offset: int
+    limit: int | None
+    content_hash: str | None
+    can_dedup: bool
+
+
+_state: dict[str, ReadState] = {}
+
+
+def _hash_file(p: str) -> str | None:
+    try:
+        return hashlib.sha256(Path(p).read_bytes()).hexdigest()
+    except OSError:
+        return None
+
+
+def record_read(path: str | Path, offset: int = 1, limit: int | None = None) -> None:
+    """Record that a file was read (called after successful read)."""
+    p = str(Path(path).resolve())
+    try:
+        mtime = os.path.getmtime(p)
+    except OSError:
+        return
+    _state[p] = ReadState(
+        mtime=mtime,
+        offset=offset,
+        limit=limit,
+        content_hash=_hash_file(p),
+        can_dedup=True,
+    )
+
+
+def record_write(path: str | Path) -> None:
+    """Record that a file was written (updates mtime in state)."""
+    p = str(Path(path).resolve())
+    try:
+        mtime = os.path.getmtime(p)
+    except OSError:
+        _state.pop(p, None)
+        return
+    _state[p] = ReadState(
+        mtime=mtime,
+        offset=1,
+        limit=None,
+        content_hash=_hash_file(p),
+        can_dedup=False,
+    )
+
+
+def check_read(path: str | Path) -> str | None:
+    """Check if a file has been read and is fresh.
+
+    Returns None if OK, or a warning string.
+    When mtime changed but file content is identical (e.g. touch, editor save),
+    the check passes to avoid false-positive staleness warnings.
+    """
+    p = str(Path(path).resolve())
+    entry = _state.get(p)
+    if entry is None:
+        return "Warning: file has not been read yet. Read it first to verify content before editing."
+    try:
+        current_mtime = os.path.getmtime(p)
+    except OSError:
+        return None
+    if current_mtime != entry.mtime:
+        if entry.content_hash and _hash_file(p) == entry.content_hash:
+            entry.mtime = current_mtime
+            return None
+        return "Warning: file has been modified since last read. Re-read to verify content before editing."
+    return None
+
+
+def is_unchanged(path: str | Path, offset: int = 1, limit: int | None = None) -> bool:
+    """Return True if file was previously read with same params and mtime is unchanged."""
+    p = str(Path(path).resolve())
+    entry = _state.get(p)
+    if entry is None:
+        return False
+    if not entry.can_dedup:
+        return False
+    if entry.offset != offset or entry.limit != limit:
+        return False
+    try:
+        current_mtime = os.path.getmtime(p)
+    except OSError:
+        return False
+    return current_mtime == entry.mtime
+
+
+def clear() -> None:
+    """Clear all tracked state (useful for testing)."""
+    _state.clear()

nanobot/agent/tools/filesystem.py

@@ -2,11 +2,13 @@
 
 import difflib
 import mimetypes
+from dataclasses import dataclass
 from pathlib import Path
 from typing import Any
 
 from nanobot.agent.tools.base import Tool, tool_parameters
 from nanobot.agent.tools.schema import BooleanSchema, IntegerSchema, StringSchema, tool_parameters_schema
+from nanobot.agent.tools import file_state
 from nanobot.utils.helpers import build_image_content_blocks, detect_image_mime
 from nanobot.config.paths import get_media_dir
 
@@ -60,6 +62,36 @@ class _FsTool(Tool):
 # ---------------------------------------------------------------------------
 
 
+_BLOCKED_DEVICE_PATHS = frozenset({
+    "/dev/zero", "/dev/random", "/dev/urandom", "/dev/full",
+    "/dev/stdin", "/dev/stdout", "/dev/stderr",
+    "/dev/tty", "/dev/console",
+    "/dev/fd/0", "/dev/fd/1", "/dev/fd/2",
+})
+
+
+def _is_blocked_device(path: str | Path) -> bool:
+    """Check if path is a blocked device that could hang or produce infinite output."""
+    import re
+    raw = str(path)
+    if raw in _BLOCKED_DEVICE_PATHS:
+        return True
+    if re.match(r"/proc/\d+/fd/[012]$", raw) or re.match(r"/proc/self/fd/[012]$", raw):
+        return True
+    return False
+
+
+def _parse_page_range(pages: str, total: int) -> tuple[int, int]:
+    """Parse a page range like '2-5' into 0-based (start, end) inclusive."""
+    parts = pages.strip().split("-")
+    if len(parts) == 1:
+        p = int(parts[0])
+        return max(0, p - 1), min(p - 1, total - 1)
+    start = int(parts[0])
+    end = int(parts[1])
+    return max(0, start - 1), min(end - 1, total - 1)
+
+
 @tool_parameters(
     tool_parameters_schema(
         path=StringSchema("The file path to read"),
@@ -73,6 +105,7 @@ class _FsTool(Tool):
             description="Maximum number of lines to read (default 2000)",
             minimum=1,
         ),
+        pages=StringSchema("Page range for PDF files, e.g. '1-5' (default: all, max 20 pages)"),
         required=["path"],
     )
 )
@@ -81,6 +114,7 @@ class ReadFileTool(_FsTool):
 
     _MAX_CHARS = 128_000
     _DEFAULT_LIMIT = 2000
+    _MAX_PDF_PAGES = 20
 
     @property
     def name(self) -> str:
@@ -89,24 +123,38 @@ class ReadFileTool(_FsTool):
     @property
     def description(self) -> str:
         return (
-            "Read the contents of a file. Returns numbered lines. "
-            "Use offset and limit to paginate through large files."
+            "Read a file (text or image). Text output format: LINE_NUM|CONTENT. "
+            "Images return visual content for analysis. "
+            "Use offset and limit for large files. "
+            "Cannot read non-image binary files. "
+            "Reads exceeding ~128K chars are truncated."
         )
 
     @property
     def read_only(self) -> bool:
         return True
 
-    async def execute(self, path: str | None = None, offset: int = 1, limit: int | None = None, **kwargs: Any) -> Any:
+    async def execute(self, path: str | None = None, offset: int = 1, limit: int | None = None, pages: str | None = None, **kwargs: Any) -> Any:
         try:
             if not path:
                 return "Error reading file: Unknown path"
+
+            # Device path blacklist
+            if _is_blocked_device(path):
+                return f"Error: Reading {path} is blocked (device path that could hang or produce infinite output)."
+
             fp = self._resolve(path)
+            if _is_blocked_device(fp):
+                return f"Error: Reading {fp} is blocked (device path that could hang or produce infinite output)."
             if not fp.exists():
                 return f"Error: File not found: {path}"
             if not fp.is_file():
                 return f"Error: Not a file: {path}"
 
+            # PDF support
+            if fp.suffix.lower() == ".pdf":
+                return self._read_pdf(fp, pages)
+
             raw = fp.read_bytes()
             if not raw:
                 return f"(Empty file: {path})"
@@ -115,6 +163,10 @@ class ReadFileTool(_FsTool):
             if mime and mime.startswith("image/"):
                 return build_image_content_blocks(raw, mime, str(fp), f"(Image file: {path})")
 
+            # Read dedup: same path + offset + limit + unchanged mtime → stub
+            if file_state.is_unchanged(fp, offset=offset, limit=limit):
+                return f"[File unchanged since last read: {path}]"
+
             try:
                 text_content = raw.decode("utf-8")
             except UnicodeDecodeError:
@@ -147,12 +199,59 @@ class ReadFileTool(_FsTool):
                 result += f"\n\n(Showing lines {offset}-{end} of {total}. Use offset={end + 1} to continue.)"
             else:
                 result += f"\n\n(End of file — {total} lines total)"
+            file_state.record_read(fp, offset=offset, limit=limit)
             return result
         except PermissionError as e:
             return f"Error: {e}"
         except Exception as e:
             return f"Error reading file: {e}"
 
+    def _read_pdf(self, fp: Path, pages: str | None) -> str:
+        try:
+            import fitz  # pymupdf
+        except ImportError:
+            return "Error: PDF reading requires pymupdf. Install with: pip install pymupdf"
+
+        try:
+            doc = fitz.open(str(fp))
+        except Exception as e:
+            return f"Error reading PDF: {e}"
+
+        total_pages = len(doc)
+        if pages:
+            try:
+                start, end = _parse_page_range(pages, total_pages)
+            except (ValueError, IndexError):
+                doc.close()
+                return f"Error: Invalid page range '{pages}'. Use format like '1-5'."
+            if start > end or start >= total_pages:
+                doc.close()
+                return f"Error: Page range '{pages}' is out of bounds (document has {total_pages} pages)."
+        else:
+            start = 0
+            end = min(total_pages - 1, self._MAX_PDF_PAGES - 1)
+
+        if end - start + 1 > self._MAX_PDF_PAGES:
+            end = start + self._MAX_PDF_PAGES - 1
+
+        parts: list[str] = []
+        for i in range(start, end + 1):
+            page = doc[i]
+            text = page.get_text().strip()
+            if text:
+                parts.append(f"--- Page {i + 1} ---\n{text}")
+        doc.close()
+
+        if not parts:
+            return f"(PDF has no extractable text: {fp})"
+
+        result = "\n\n".join(parts)
+        if end < total_pages - 1:
+            result += f"\n\n(Showing pages {start + 1}-{end + 1} of {total_pages}. Use pages='{end + 2}-{min(end + 1 + self._MAX_PDF_PAGES, total_pages)}' to continue.)"
+        if len(result) > self._MAX_CHARS:
+            result = result[:self._MAX_CHARS] + "\n\n(PDF text truncated at ~128K chars)"
+        return result
+
 
 # ---------------------------------------------------------------------------
 # write_file
@@ -175,7 +274,11 @@ class WriteFileTool(_FsTool):
 
     @property
     def description(self) -> str:
-        return "Write content to a file at the given path. Creates parent directories if needed."
+        return (
+            "Write content to a file. Overwrites if the file already exists; "
+            "creates parent directories as needed. "
+            "For partial edits, prefer edit_file instead."
+        )
 
     async def execute(self, path: str | None = None, content: str | None = None, **kwargs: Any) -> str:
         try:
@@ -186,6 +289,7 @@ class WriteFileTool(_FsTool):
             fp = self._resolve(path)
             fp.parent.mkdir(parents=True, exist_ok=True)
             fp.write_text(content, encoding="utf-8")
+            file_state.record_write(fp)
             return f"Successfully wrote {len(content)} characters to {fp}"
         except PermissionError as e:
             return f"Error: {e}"
@@ -197,30 +301,269 @@ class WriteFileTool(_FsTool):
 # edit_file
 # ---------------------------------------------------------------------------
 
+_QUOTE_TABLE = str.maketrans({
+    "\u2018": "'", "\u2019": "'",  # curly single → straight
+    "\u201c": '"', "\u201d": '"',  # curly double → straight
+    "'": "'", '"': '"',            # identity (kept for completeness)
+})
+
+
+def _normalize_quotes(s: str) -> str:
+    return s.translate(_QUOTE_TABLE)
+
+
+def _curly_double_quotes(text: str) -> str:
+    parts: list[str] = []
+    opening = True
+    for ch in text:
+        if ch == '"':
+            parts.append("\u201c" if opening else "\u201d")
+            opening = not opening
+        else:
+            parts.append(ch)
+    return "".join(parts)
+
+
+def _curly_single_quotes(text: str) -> str:
+    parts: list[str] = []
+    opening = True
+    for i, ch in enumerate(text):
+        if ch != "'":
+            parts.append(ch)
+            continue
+        prev_ch = text[i - 1] if i > 0 else ""
+        next_ch = text[i + 1] if i + 1 < len(text) else ""
+        if prev_ch.isalnum() and next_ch.isalnum():
+            parts.append("\u2019")
+            continue
+        parts.append("\u2018" if opening else "\u2019")
+        opening = not opening
+    return "".join(parts)
+
+
+def _preserve_quote_style(old_text: str, actual_text: str, new_text: str) -> str:
+    """Preserve curly quote style when a quote-normalized fallback matched."""
+    if _normalize_quotes(old_text.strip()) != _normalize_quotes(actual_text.strip()) or old_text == actual_text:
+        return new_text
+
+    styled = new_text
+    if any(ch in actual_text for ch in ("\u201c", "\u201d")) and '"' in styled:
+        styled = _curly_double_quotes(styled)
+    if any(ch in actual_text for ch in ("\u2018", "\u2019")) and "'" in styled:
+        styled = _curly_single_quotes(styled)
+    return styled
+
+
+def _leading_ws(line: str) -> str:
+    return line[: len(line) - len(line.lstrip(" \t"))]
+
+
+def _reindent_like_match(old_text: str, actual_text: str, new_text: str) -> str:
+    """Preserve the outer indentation from the actual matched block."""
+    old_lines = old_text.split("\n")
+    actual_lines = actual_text.split("\n")
+    if len(old_lines) != len(actual_lines):
+        return new_text
+
+    comparable = [
+        (old_line, actual_line)
+        for old_line, actual_line in zip(old_lines, actual_lines)
+        if old_line.strip() and actual_line.strip()
+    ]
+    if not comparable or any(
+        _normalize_quotes(old_line.strip()) != _normalize_quotes(actual_line.strip())
+        for old_line, actual_line in comparable
+    ):
+        return new_text
+
+    old_ws = _leading_ws(comparable[0][0])
+    actual_ws = _leading_ws(comparable[0][1])
+    if actual_ws == old_ws:
+        return new_text
+
+    if old_ws:
+        if not actual_ws.startswith(old_ws):
+            return new_text
+        delta = actual_ws[len(old_ws):]
+    else:
+        delta = actual_ws
+
+    if not delta:
+        return new_text
+
+    return "\n".join((delta + line) if line else line for line in new_text.split("\n"))
+
+
+@dataclass(slots=True)
+class _MatchSpan:
+    start: int
+    end: int
+    text: str
+    line: int
+
+
+def _find_exact_matches(content: str, old_text: str) -> list[_MatchSpan]:
+    matches: list[_MatchSpan] = []
+    start = 0
+    while True:
+        idx = content.find(old_text, start)
+        if idx == -1:
+            break
+        matches.append(
+            _MatchSpan(
+                start=idx,
+                end=idx + len(old_text),
+                text=content[idx : idx + len(old_text)],
+                line=content.count("\n", 0, idx) + 1,
+            )
+        )
+        start = idx + max(1, len(old_text))
+    return matches
+
+
+def _find_trim_matches(content: str, old_text: str, *, normalize_quotes: bool = False) -> list[_MatchSpan]:
+    old_lines = old_text.splitlines()
+    if not old_lines:
+        return []
+
+    content_lines = content.splitlines()
+    content_lines_keepends = content.splitlines(keepends=True)
+    if len(content_lines) < len(old_lines):
+        return []
+
+    offsets: list[int] = []
+    pos = 0
+    for line in content_lines_keepends:
+        offsets.append(pos)
+        pos += len(line)
+    offsets.append(pos)
+
+    if normalize_quotes:
+        stripped_old = [_normalize_quotes(line.strip()) for line in old_lines]
+    else:
+        stripped_old = [line.strip() for line in old_lines]
+
+    matches: list[_MatchSpan] = []
+    window_size = len(stripped_old)
+    for i in range(len(content_lines) - window_size + 1):
+        window = content_lines[i : i + window_size]
+        if normalize_quotes:
+            comparable = [_normalize_quotes(line.strip()) for line in window]
+        else:
+            comparable = [line.strip() for line in window]
+        if comparable != stripped_old:
+            continue
+
+        start = offsets[i]
+        end = offsets[i + window_size]
+        if content_lines_keepends[i + window_size - 1].endswith("\n"):
+            end -= 1
+        matches.append(
+            _MatchSpan(
+                start=start,
+                end=end,
+                text=content[start:end],
+                line=i + 1,
+            )
+        )
+    return matches
+
+
+def _find_quote_matches(content: str, old_text: str) -> list[_MatchSpan]:
+    norm_content = _normalize_quotes(content)
+    norm_old = _normalize_quotes(old_text)
+    matches: list[_MatchSpan] = []
+    start = 0
+    while True:
+        idx = norm_content.find(norm_old, start)
+        if idx == -1:
+            break
+        matches.append(
+            _MatchSpan(
+                start=idx,
+                end=idx + len(old_text),
+                text=content[idx : idx + len(old_text)],
+                line=content.count("\n", 0, idx) + 1,
+            )
+        )
+        start = idx + max(1, len(norm_old))
+    return matches
+
+
+def _find_matches(content: str, old_text: str) -> list[_MatchSpan]:
+    """Locate all matches using progressively looser strategies."""
+    for matcher in (
+        lambda: _find_exact_matches(content, old_text),
+        lambda: _find_trim_matches(content, old_text),
+        lambda: _find_trim_matches(content, old_text, normalize_quotes=True),
+        lambda: _find_quote_matches(content, old_text),
+    ):
+        matches = matcher()
+        if matches:
+            return matches
+    return []
+
+
+def _find_match_line_numbers(content: str, old_text: str) -> list[int]:
+    """Return 1-based starting line numbers for the current matching strategies."""
+    return [match.line for match in _find_matches(content, old_text)]
+
+
+def _collapse_internal_whitespace(text: str) -> str:
+    return "\n".join(" ".join(line.split()) for line in text.splitlines())
+
+
+def _diagnose_near_match(old_text: str, actual_text: str) -> list[str]:
+    """Return actionable hints describing why text was close but not exact."""
+    hints: list[str] = []
+
+    if old_text.lower() == actual_text.lower() and old_text != actual_text:
+        hints.append("letter case differs")
+    if _collapse_internal_whitespace(old_text) == _collapse_internal_whitespace(actual_text) and old_text != actual_text:
+        hints.append("whitespace differs")
+    if old_text.rstrip("\n") == actual_text.rstrip("\n") and old_text != actual_text:
+        hints.append("trailing newline differs")
+    if _normalize_quotes(old_text) == _normalize_quotes(actual_text) and old_text != actual_text:
+        hints.append("quote style differs")
+
+    return hints
+
+
+def _best_window(old_text: str, content: str) -> tuple[float, int, list[str], list[str]]:
+    """Find the closest line-window match and return ratio/start/snippet/hints."""
+    lines = content.splitlines(keepends=True)
+    old_lines = old_text.splitlines(keepends=True)
+    window = max(1, len(old_lines))
+
+    best_ratio, best_start = -1.0, 0
+    best_window_lines: list[str] = []
+
+    for i in range(max(1, len(lines) - window + 1)):
+        current = lines[i : i + window]
+        ratio = difflib.SequenceMatcher(None, old_lines, current).ratio()
+        if ratio > best_ratio:
+            best_ratio, best_start = ratio, i
+            best_window_lines = current
+
+    actual_text = "".join(best_window_lines).replace("\r\n", "\n").rstrip("\n")
+    hints = _diagnose_near_match(old_text.replace("\r\n", "\n").rstrip("\n"), actual_text)
+    return best_ratio, best_start, best_window_lines, hints
+
+
 def _find_match(content: str, old_text: str) -> tuple[str | None, int]:
-    """Locate old_text in content: exact first, then line-trimmed sliding window.
+    """Locate old_text in content with a multi-level fallback chain:
+
+    1. Exact substring match
+    2. Line-trimmed sliding window (handles indentation differences)
+    3. Smart quote normalization (curly ↔ straight quotes)
 
     Both inputs should use LF line endings (caller normalises CRLF).
     Returns (matched_fragment, count) or (None, 0).
     """
-    if old_text in content:
-        return old_text, content.count(old_text)
-
-    old_lines = old_text.splitlines()
-    if not old_lines:
+    matches = _find_matches(content, old_text)
+    if not matches:
         return None, 0
-    stripped_old = [l.strip() for l in old_lines]
-    content_lines = content.splitlines()
-
-    candidates = []
-    for i in range(len(content_lines) - len(stripped_old) + 1):
-        window = content_lines[i : i + len(stripped_old)]
-        if [l.strip() for l in window] == stripped_old:
-            candidates.append("\n".join(window))
-
-    if candidates:
-        return candidates[0], len(candidates)
-    return None, 0
+    return matches[0].text, len(matches)
 
 
 @tool_parameters(
@@ -235,6 +578,9 @@ def _find_match(content: str, old_text: str) -> tuple[str | None, int]:
 class EditFileTool(_FsTool):
     """Edit a file by replacing text with fallback matching."""
 
+    _MAX_EDIT_FILE_SIZE = 1024 * 1024 * 1024  # 1 GiB
+    _MARKDOWN_EXTS = frozenset({".md", ".mdx", ".markdown"})
+
     @property
     def name(self) -> str:
         return "edit_file"
@@ -243,10 +589,16 @@ class EditFileTool(_FsTool):
     def description(self) -> str:
         return (
             "Edit a file by replacing old_text with new_text. "
-            "Supports minor whitespace/line-ending differences. "
-            "Set replace_all=true to replace every occurrence."
+            "Tolerates minor whitespace/indentation differences and curly/straight quote mismatches. "
+            "If old_text matches multiple times, you must provide more context "
+            "or set replace_all=true. Shows a diff of the closest match on failure."
         )
 
+    @staticmethod
+    def _strip_trailing_ws(text: str) -> str:
+        """Strip trailing whitespace from each line."""
+        return "\n".join(line.rstrip() for line in text.split("\n"))
+
     async def execute(
         self, path: str | None = None, old_text: str | None = None,
         new_text: str | None = None,
@@ -260,55 +612,133 @@ class EditFileTool(_FsTool):
             if new_text is None:
                 raise ValueError("Unknown new_text")
 
+            # .ipynb detection
+            if path.endswith(".ipynb"):
+                return "Error: This is a Jupyter notebook. Use the notebook_edit tool instead of edit_file."
+
             fp = self._resolve(path)
+
+            # Create-file semantics: old_text='' + file doesn't exist → create
             if not fp.exists():
-                return f"Error: File not found: {path}"
+                if old_text == "":
+                    fp.parent.mkdir(parents=True, exist_ok=True)
+                    fp.write_text(new_text, encoding="utf-8")
+                    file_state.record_write(fp)
+                    return f"Successfully created {fp}"
+                return self._file_not_found_msg(path, fp)
+
+            # File size protection
+            try:
+                fsize = fp.stat().st_size
+            except OSError:
+                fsize = 0
+            if fsize > self._MAX_EDIT_FILE_SIZE:
+                return f"Error: File too large to edit ({fsize / (1024**3):.1f} GiB). Maximum is 1 GiB."
+
+            # Create-file: old_text='' but file exists and not empty → reject
+            if old_text == "":
+                raw = fp.read_bytes()
+                content = raw.decode("utf-8")
+                if content.strip():
+                    return f"Error: Cannot create file — {path} already exists and is not empty."
+                fp.write_text(new_text, encoding="utf-8")
+                file_state.record_write(fp)
+                return f"Successfully edited {fp}"
+
+            # Read-before-edit check
+            warning = file_state.check_read(fp)
 
             raw = fp.read_bytes()
             uses_crlf = b"\r\n" in raw
             content = raw.decode("utf-8").replace("\r\n", "\n")
-            match, count = _find_match(content, old_text.replace("\r\n", "\n"))
+            norm_old = old_text.replace("\r\n", "\n")
+            matches = _find_matches(content, norm_old)
 
-            if match is None:
+            if not matches:
                 return self._not_found_msg(old_text, content, path)
+            count = len(matches)
             if count > 1 and not replace_all:
+                line_numbers = [match.line for match in matches]
+                preview = ", ".join(f"line {n}" for n in line_numbers[:3])
+                if len(line_numbers) > 3:
+                    preview += ", ..."
+                location_hint = f" at {preview}" if preview else ""
                 return (
-                    f"Warning: old_text appears {count} times. "
+                    f"Warning: old_text appears {count} times{location_hint}. "
                     "Provide more context to make it unique, or set replace_all=true."
                 )
 
             norm_new = new_text.replace("\r\n", "\n")
-            new_content = content.replace(match, norm_new) if replace_all else content.replace(match, norm_new, 1)
+
+            # Trailing whitespace stripping (skip markdown to preserve double-space line breaks)
+            if fp.suffix.lower() not in self._MARKDOWN_EXTS:
+                norm_new = self._strip_trailing_ws(norm_new)
+
+            selected = matches if replace_all else matches[:1]
+            new_content = content
+            for match in reversed(selected):
+                replacement = _preserve_quote_style(norm_old, match.text, norm_new)
+                replacement = _reindent_like_match(norm_old, match.text, replacement)
+
+                # Delete-line cleanup: when deleting text (new_text=''), consume trailing
+                # newline to avoid leaving a blank line
+                end = match.end
+                if replacement == "" and not match.text.endswith("\n") and content[end:end + 1] == "\n":
+                    end += 1
+
+                new_content = new_content[: match.start] + replacement + new_content[end:]
             if uses_crlf:
                 new_content = new_content.replace("\n", "\r\n")
 
             fp.write_bytes(new_content.encode("utf-8"))
-            return f"Successfully edited {fp}"
+            file_state.record_write(fp)
+            msg = f"Successfully edited {fp}"
+            if warning:
+                msg = f"{warning}\n{msg}"
+            return msg
         except PermissionError as e:
             return f"Error: {e}"
         except Exception as e:
             return f"Error editing file: {e}"
 
+    def _file_not_found_msg(self, path: str, fp: Path) -> str:
+        """Build an error message with 'Did you mean ...?' suggestions."""
+        parent = fp.parent
+        suggestions: list[str] = []
+        if parent.is_dir():
+            siblings = [f.name for f in parent.iterdir() if f.is_file()]
+            close = difflib.get_close_matches(fp.name, siblings, n=3, cutoff=0.6)
+            suggestions = [str(parent / c) for c in close]
+        parts = [f"Error: File not found: {path}"]
+        if suggestions:
+            parts.append("Did you mean: " + ", ".join(suggestions) + "?")
+        return "\n".join(parts)
+
     @staticmethod
     def _not_found_msg(old_text: str, content: str, path: str) -> str:
-        lines = content.splitlines(keepends=True)
-        old_lines = old_text.splitlines(keepends=True)
-        window = len(old_lines)
-
-        best_ratio, best_start = 0.0, 0
-        for i in range(max(1, len(lines) - window + 1)):
-            ratio = difflib.SequenceMatcher(None, old_lines, lines[i : i + window]).ratio()
-            if ratio > best_ratio:
-                best_ratio, best_start = ratio, i
-
+        best_ratio, best_start, best_window_lines, hints = _best_window(old_text, content)
         if best_ratio > 0.5:
             diff = "\n".join(difflib.unified_diff(
-                old_lines, lines[best_start : best_start + window],
+                old_text.splitlines(keepends=True),
+                best_window_lines,
                 fromfile="old_text (provided)",
                 tofile=f"{path} (actual, line {best_start + 1})",
                 lineterm="",
             ))
-            return f"Error: old_text not found in {path}.\nBest match ({best_ratio:.0%} similar) at line {best_start + 1}:\n{diff}"
+            hint_text = ""
+            if hints:
+                hint_text = "\nPossible cause: " + ", ".join(hints) + "."
+            return (
+                f"Error: old_text not found in {path}."
+                f"{hint_text}\nBest match ({best_ratio:.0%} similar) at line {best_start + 1}:\n{diff}"
+            )
+
+        if hints:
+            return (
+                f"Error: old_text not found in {path}. "
+                f"Possible cause: {', '.join(hints)}. "
+                "Copy the exact text from read_file and try again."
+            )
         return f"Error: old_text not found in {path}. No similar text found. Verify the file content."
 
 

nanobot/agent/tools/mcp.py

@@ -57,9 +57,7 @@ def _normalize_schema_for_openai(schema: Any) -> dict[str, Any]:
 
     if "properties" in normalized and isinstance(normalized["properties"], dict):
         normalized["properties"] = {
-            name: _normalize_schema_for_openai(prop)
-            if isinstance(prop, dict)
-            else prop
+            name: _normalize_schema_for_openai(prop) if isinstance(prop, dict) else prop
             for name, prop in normalized["properties"].items()
         }
 
@@ -135,36 +133,214 @@ class MCPToolWrapper(Tool):
         return "\n".join(parts) or "(no output)"
 
 
+class MCPResourceWrapper(Tool):
+    """Wraps an MCP resource URI as a read-only nanobot Tool."""
+
+    def __init__(self, session, server_name: str, resource_def, resource_timeout: int = 30):
+        self._session = session
+        self._uri = resource_def.uri
+        self._name = f"mcp_{server_name}_resource_{resource_def.name}"
+        desc = resource_def.description or resource_def.name
+        self._description = f"[MCP Resource] {desc}\nURI: {self._uri}"
+        self._parameters: dict[str, Any] = {
+            "type": "object",
+            "properties": {},
+            "required": [],
+        }
+        self._resource_timeout = resource_timeout
+
+    @property
+    def name(self) -> str:
+        return self._name
+
+    @property
+    def description(self) -> str:
+        return self._description
+
+    @property
+    def parameters(self) -> dict[str, Any]:
+        return self._parameters
+
+    @property
+    def read_only(self) -> bool:
+        return True
+
+    async def execute(self, **kwargs: Any) -> str:
+        from mcp import types
+
+        try:
+            result = await asyncio.wait_for(
+                self._session.read_resource(self._uri),
+                timeout=self._resource_timeout,
+            )
+        except asyncio.TimeoutError:
+            logger.warning(
+                "MCP resource '{}' timed out after {}s", self._name, self._resource_timeout
+            )
+            return f"(MCP resource read timed out after {self._resource_timeout}s)"
+        except asyncio.CancelledError:
+            task = asyncio.current_task()
+            if task is not None and task.cancelling() > 0:
+                raise
+            logger.warning("MCP resource '{}' was cancelled by server/SDK", self._name)
+            return "(MCP resource read was cancelled)"
+        except Exception as exc:
+            logger.exception(
+                "MCP resource '{}' failed: {}: {}",
+                self._name,
+                type(exc).__name__,
+                exc,
+            )
+            return f"(MCP resource read failed: {type(exc).__name__})"
+
+        parts: list[str] = []
+        for block in result.contents:
+            if isinstance(block, types.TextResourceContents):
+                parts.append(block.text)
+            elif isinstance(block, types.BlobResourceContents):
+                parts.append(f"[Binary resource: {len(block.blob)} bytes]")
+            else:
+                parts.append(str(block))
+        return "\n".join(parts) or "(no output)"
+
+
+class MCPPromptWrapper(Tool):
+    """Wraps an MCP prompt as a read-only nanobot Tool."""
+
+    def __init__(self, session, server_name: str, prompt_def, prompt_timeout: int = 30):
+        self._session = session
+        self._prompt_name = prompt_def.name
+        self._name = f"mcp_{server_name}_prompt_{prompt_def.name}"
+        desc = prompt_def.description or prompt_def.name
+        self._description = (
+            f"[MCP Prompt] {desc}\n"
+            "Returns a filled prompt template that can be used as a workflow guide."
+        )
+        self._prompt_timeout = prompt_timeout
+
+        # Build parameters from prompt arguments
+        properties: dict[str, Any] = {}
+        required: list[str] = []
+        for arg in prompt_def.arguments or []:
+            prop: dict[str, Any] = {"type": "string"}
+            if getattr(arg, "description", None):
+                prop["description"] = arg.description
+            properties[arg.name] = prop
+            if arg.required:
+                required.append(arg.name)
+        self._parameters: dict[str, Any] = {
+            "type": "object",
+            "properties": properties,
+            "required": required,
+        }
+
+    @property
+    def name(self) -> str:
+        return self._name
+
+    @property
+    def description(self) -> str:
+        return self._description
+
+    @property
+    def parameters(self) -> dict[str, Any]:
+        return self._parameters
+
+    @property
+    def read_only(self) -> bool:
+        return True
+
+    async def execute(self, **kwargs: Any) -> str:
+        from mcp import types
+        from mcp.shared.exceptions import McpError
+
+        try:
+            result = await asyncio.wait_for(
+                self._session.get_prompt(self._prompt_name, arguments=kwargs),
+                timeout=self._prompt_timeout,
+            )
+        except asyncio.TimeoutError:
+            logger.warning("MCP prompt '{}' timed out after {}s", self._name, self._prompt_timeout)
+            return f"(MCP prompt call timed out after {self._prompt_timeout}s)"
+        except asyncio.CancelledError:
+            task = asyncio.current_task()
+            if task is not None and task.cancelling() > 0:
+                raise
+            logger.warning("MCP prompt '{}' was cancelled by server/SDK", self._name)
+            return "(MCP prompt call was cancelled)"
+        except McpError as exc:
+            logger.error(
+                "MCP prompt '{}' failed: code={} message={}",
+                self._name,
+                exc.error.code,
+                exc.error.message,
+            )
+            return f"(MCP prompt call failed: {exc.error.message} [code {exc.error.code}])"
+        except Exception as exc:
+            logger.exception(
+                "MCP prompt '{}' failed: {}: {}",
+                self._name,
+                type(exc).__name__,
+                exc,
+            )
+            return f"(MCP prompt call failed: {type(exc).__name__})"
+
+        parts: list[str] = []
+        for message in result.messages:
+            content = message.content
+            # content is a single ContentBlock (not a list) in MCP SDK >= 1.x
+            if isinstance(content, types.TextContent):
+                parts.append(content.text)
+            elif isinstance(content, list):
+                for block in content:
+                    if isinstance(block, types.TextContent):
+                        parts.append(block.text)
+                    else:
+                        parts.append(str(block))
+            else:
+                parts.append(str(content))
+        return "\n".join(parts) or "(no output)"
+
+
 async def connect_mcp_servers(
-    mcp_servers: dict, registry: ToolRegistry, stack: AsyncExitStack
-) -> None:
-    """Connect to configured MCP servers and register their tools."""
+    mcp_servers: dict, registry: ToolRegistry
+) -> dict[str, AsyncExitStack]:
+    """Connect to configured MCP servers and register their tools, resources, prompts.
+
+    Returns a dict mapping server name -> its dedicated AsyncExitStack.
+    Each server gets its own stack and runs in its own task to prevent
+    cancel scope conflicts when multiple MCP servers are configured.
+    """
     from mcp import ClientSession, StdioServerParameters
     from mcp.client.sse import sse_client
     from mcp.client.stdio import stdio_client
     from mcp.client.streamable_http import streamable_http_client
 
-    for name, cfg in mcp_servers.items():
+    async def connect_single_server(name: str, cfg) -> tuple[str, AsyncExitStack | None]:
+        server_stack = AsyncExitStack()
+        await server_stack.__aenter__()
+
         try:
             transport_type = cfg.type
             if not transport_type:
                 if cfg.command:
                     transport_type = "stdio"
                 elif cfg.url:
-                    # Convention: URLs ending with /sse use SSE transport; others use streamableHttp
                     transport_type = (
                         "sse" if cfg.url.rstrip("/").endswith("/sse") else "streamableHttp"
                     )
                 else:
                     logger.warning("MCP server '{}': no command or url configured, skipping", name)
-                    continue
+                    await server_stack.aclose()
+                    return name, None
 
             if transport_type == "stdio":
                 params = StdioServerParameters(
                     command=cfg.command, args=cfg.args, env=cfg.env or None
                 )
-                read, write = await stack.enter_async_context(stdio_client(params))
+                read, write = await server_stack.enter_async_context(stdio_client(params))
             elif transport_type == "sse":
+
                 def httpx_client_factory(
                     headers: dict[str, str] | None = None,
                     timeout: httpx.Timeout | None = None,
@@ -182,27 +358,26 @@ async def connect_mcp_servers(
                         auth=auth,
                     )
 
-                read, write = await stack.enter_async_context(
+                read, write = await server_stack.enter_async_context(
                     sse_client(cfg.url, httpx_client_factory=httpx_client_factory)
                 )
             elif transport_type == "streamableHttp":
-                # Always provide an explicit httpx client so MCP HTTP transport does not
-                # inherit httpx's default 5s timeout and preempt the higher-level tool timeout.
-                http_client = await stack.enter_async_context(
+                http_client = await server_stack.enter_async_context(
                     httpx.AsyncClient(
                         headers=cfg.headers or None,
                         follow_redirects=True,
                         timeout=None,
                     )
                 )
-                read, write, _ = await stack.enter_async_context(
+                read, write, _ = await server_stack.enter_async_context(
                     streamable_http_client(cfg.url, http_client=http_client)
                 )
             else:
                 logger.warning("MCP server '{}': unknown transport type '{}'", name, transport_type)
-                continue
+                await server_stack.aclose()
+                return name, None
 
-            session = await stack.enter_async_context(ClientSession(read, write))
+            session = await server_stack.enter_async_context(ClientSession(read, write))
             await session.initialize()
 
             tools = await session.list_tools()
@@ -247,6 +422,76 @@ async def connect_mcp_servers(
                         ", ".join(available_wrapped_names) or "(none)",
                     )
 
-            logger.info("MCP server '{}': connected, {} tools registered", name, registered_count)
+            try:
+                resources_result = await session.list_resources()
+                for resource in resources_result.resources:
+                    wrapper = MCPResourceWrapper(
+                        session, name, resource, resource_timeout=cfg.tool_timeout
+                    )
+                    registry.register(wrapper)
+                    registered_count += 1
+                    logger.debug(
+                        "MCP: registered resource '{}' from server '{}'", wrapper.name, name
+                    )
+            except Exception as e:
+                logger.debug("MCP server '{}': resources not supported or failed: {}", name, e)
+
+            try:
+                prompts_result = await session.list_prompts()
+                for prompt in prompts_result.prompts:
+                    wrapper = MCPPromptWrapper(
+                        session, name, prompt, prompt_timeout=cfg.tool_timeout
+                    )
+                    registry.register(wrapper)
+                    registered_count += 1
+                    logger.debug("MCP: registered prompt '{}' from server '{}'", wrapper.name, name)
+            except Exception as e:
+                logger.debug("MCP server '{}': prompts not supported or failed: {}", name, e)
+
+            logger.info(
+                "MCP server '{}': connected, {} capabilities registered", name, registered_count
+            )
+            return name, server_stack
+
         except Exception as e:
-            logger.error("MCP server '{}': failed to connect: {}", name, e)
+            hint = ""
+            text = str(e).lower()
+            if any(
+                marker in text
+                for marker in (
+                    "parse error",
+                    "invalid json",
+                    "unexpected token",
+                    "jsonrpc",
+                    "content-length",
+                )
+            ):
+                hint = (
+                    " Hint: this looks like stdio protocol pollution. Make sure the MCP server writes "
+                    "only JSON-RPC to stdout and sends logs/debug output to stderr instead."
+                )
+            logger.error("MCP server '{}': failed to connect: {}{}", name, e, hint)
+            try:
+                await server_stack.aclose()
+            except Exception:
+                pass
+            return name, None
+
+    server_stacks: dict[str, AsyncExitStack] = {}
+
+    tasks: list[asyncio.Task] = []
+    for name, cfg in mcp_servers.items():
+        task = asyncio.create_task(connect_single_server(name, cfg))
+        tasks.append(task)
+
+    results = await asyncio.gather(*tasks, return_exceptions=True)
+
+    for i, result in enumerate(results):
+        name = list(mcp_servers.keys())[i]
+        if isinstance(result, BaseException):
+            if not isinstance(result, asyncio.CancelledError):
+                logger.error("MCP server '{}' connection task failed: {}", name, result)
+        elif result is not None and result[1] is not None:
+            server_stacks[result[0]] = result[1]
+
+    return server_stacks

nanobot/agent/tools/notebook.py

@@ -0,0 +1,161 @@
+"""NotebookEditTool — edit Jupyter .ipynb notebooks."""
+
+from __future__ import annotations
+
+import json
+import uuid
+from typing import Any
+
+from nanobot.agent.tools.base import tool_parameters
+from nanobot.agent.tools.schema import IntegerSchema, StringSchema, tool_parameters_schema
+from nanobot.agent.tools.filesystem import _FsTool
+
+
+def _new_cell(source: str, cell_type: str = "code", generate_id: bool = False) -> dict:
+    cell: dict[str, Any] = {
+        "cell_type": cell_type,
+        "source": source,
+        "metadata": {},
+    }
+    if cell_type == "code":
+        cell["outputs"] = []
+        cell["execution_count"] = None
+    if generate_id:
+        cell["id"] = uuid.uuid4().hex[:8]
+    return cell
+
+
+def _make_empty_notebook() -> dict:
+    return {
+        "nbformat": 4,
+        "nbformat_minor": 5,
+        "metadata": {
+            "kernelspec": {"display_name": "Python 3", "language": "python", "name": "python3"},
+            "language_info": {"name": "python"},
+        },
+        "cells": [],
+    }
+
+
+@tool_parameters(
+    tool_parameters_schema(
+        path=StringSchema("Path to the .ipynb notebook file"),
+        cell_index=IntegerSchema(0, description="0-based index of the cell to edit", minimum=0),
+        new_source=StringSchema("New source content for the cell"),
+        cell_type=StringSchema(
+            "Cell type: 'code' or 'markdown' (default: code)",
+            enum=["code", "markdown"],
+        ),
+        edit_mode=StringSchema(
+            "Mode: 'replace' (default), 'insert' (after target), or 'delete'",
+            enum=["replace", "insert", "delete"],
+        ),
+        required=["path", "cell_index"],
+    )
+)
+class NotebookEditTool(_FsTool):
+    """Edit Jupyter notebook cells: replace, insert, or delete."""
+
+    _VALID_CELL_TYPES = frozenset({"code", "markdown"})
+    _VALID_EDIT_MODES = frozenset({"replace", "insert", "delete"})
+
+    @property
+    def name(self) -> str:
+        return "notebook_edit"
+
+    @property
+    def description(self) -> str:
+        return (
+            "Edit a Jupyter notebook (.ipynb) cell. "
+            "Modes: replace (default) replaces cell content, "
+            "insert adds a new cell after the target index, "
+            "delete removes the cell at the index. "
+            "cell_index is 0-based."
+        )
+
+    async def execute(
+        self,
+        path: str | None = None,
+        cell_index: int = 0,
+        new_source: str = "",
+        cell_type: str = "code",
+        edit_mode: str = "replace",
+        **kwargs: Any,
+    ) -> str:
+        try:
+            if not path:
+                return "Error: path is required"
+
+            if not path.endswith(".ipynb"):
+                return "Error: notebook_edit only works on .ipynb files. Use edit_file for other files."
+
+            if edit_mode not in self._VALID_EDIT_MODES:
+                return (
+                    f"Error: Invalid edit_mode '{edit_mode}'. "
+                    "Use one of: replace, insert, delete."
+                )
+
+            if cell_type not in self._VALID_CELL_TYPES:
+                return (
+                    f"Error: Invalid cell_type '{cell_type}'. "
+                    "Use one of: code, markdown."
+                )
+
+            fp = self._resolve(path)
+
+            # Create new notebook if file doesn't exist and mode is insert
+            if not fp.exists():
+                if edit_mode != "insert":
+                    return f"Error: File not found: {path}"
+                nb = _make_empty_notebook()
+                cell = _new_cell(new_source, cell_type, generate_id=True)
+                nb["cells"].append(cell)
+                fp.parent.mkdir(parents=True, exist_ok=True)
+                fp.write_text(json.dumps(nb, indent=1, ensure_ascii=False), encoding="utf-8")
+                return f"Successfully created {fp} with 1 cell"
+
+            try:
+                nb = json.loads(fp.read_text(encoding="utf-8"))
+            except (json.JSONDecodeError, UnicodeDecodeError) as e:
+                return f"Error: Failed to parse notebook: {e}"
+
+            cells = nb.get("cells", [])
+            nbformat_minor = nb.get("nbformat_minor", 0)
+            generate_id = nb.get("nbformat", 0) >= 4 and nbformat_minor >= 5
+
+            if edit_mode == "delete":
+                if cell_index < 0 or cell_index >= len(cells):
+                    return f"Error: cell_index {cell_index} out of range (notebook has {len(cells)} cells)"
+                cells.pop(cell_index)
+                nb["cells"] = cells
+                fp.write_text(json.dumps(nb, indent=1, ensure_ascii=False), encoding="utf-8")
+                return f"Successfully deleted cell {cell_index} from {fp}"
+
+            if edit_mode == "insert":
+                insert_at = min(cell_index + 1, len(cells))
+                cell = _new_cell(new_source, cell_type, generate_id=generate_id)
+                cells.insert(insert_at, cell)
+                nb["cells"] = cells
+                fp.write_text(json.dumps(nb, indent=1, ensure_ascii=False), encoding="utf-8")
+                return f"Successfully inserted cell at index {insert_at} in {fp}"
+
+            # Default: replace
+            if cell_index < 0 or cell_index >= len(cells):
+                return f"Error: cell_index {cell_index} out of range (notebook has {len(cells)} cells)"
+            cells[cell_index]["source"] = new_source
+            if cell_type and cells[cell_index].get("cell_type") != cell_type:
+                cells[cell_index]["cell_type"] = cell_type
+                if cell_type == "code":
+                    cells[cell_index].setdefault("outputs", [])
+                    cells[cell_index].setdefault("execution_count", None)
+                elif "outputs" in cells[cell_index]:
+                    del cells[cell_index]["outputs"]
+                    cells[cell_index].pop("execution_count", None)
+            nb["cells"] = cells
+            fp.write_text(json.dumps(nb, indent=1, ensure_ascii=False), encoding="utf-8")
+            return f"Successfully edited cell {cell_index} in {fp}"
+
+        except PermissionError as e:
+            return f"Error: {e}"
+        except Exception as e:
+            return f"Error editing notebook: {e}"

nanobot/agent/tools/registry.py

@@ -68,6 +68,13 @@ class ToolRegistry:
         params: dict[str, Any],
     ) -> tuple[Tool | None, dict[str, Any], str | None]:
         """Resolve, cast, and validate one tool call."""
+        # Guard against invalid parameter types (e.g., list instead of dict)
+        if not isinstance(params, dict) and name in ('write_file', 'read_file'):
+            return None, params, (
+                f"Error: Tool '{name}' parameters must be a JSON object, got {type(params).__name__}. "
+                "Use named parameters: tool_name(param1=\"value1\", param2=\"value2\")"
+            )
+
         tool = self._tools.get(name)
         if not tool:
             return None, params, (

nanobot/agent/tools/search.py

@@ -142,8 +142,9 @@ class GlobTool(_SearchTool):
     @property
     def description(self) -> str:
         return (
-            "Find files matching a glob pattern. "
-            "Simple patterns like '*.py' match by filename recursively."
+            "Find files matching a glob pattern (e.g. '*.py', 'tests/**/test_*.py'). "
+            "Results are sorted by modification time (newest first). "
+            "Skips .git, node_modules, __pycache__, and other noise directories."
         )
 
     @property
@@ -261,9 +262,10 @@ class GrepTool(_SearchTool):
     @property
     def description(self) -> str:
         return (
-            "Search file contents with a regex-like pattern. "
-            "Supports optional glob filtering, structured output modes, "
-            "type filters, pagination, and surrounding context lines."
+            "Search file contents with a regex pattern. "
+            "Default output_mode is files_with_matches (file paths only); "
+            "use content mode for matching lines with context. "
+            "Skips binary and files >2 MB. Supports glob/type filtering."
         )
 
     @property

nanobot/agent/tools/shell.py

@@ -15,6 +15,8 @@ from nanobot.agent.tools.sandbox import wrap_command
 from nanobot.agent.tools.schema import IntegerSchema, StringSchema, tool_parameters_schema
 from nanobot.config.paths import get_media_dir
 
+_IS_WINDOWS = sys.platform == "win32"
+
 
 @tool_parameters(
     tool_parameters_schema(
@@ -44,6 +46,7 @@ class ExecTool(Tool):
         restrict_to_workspace: bool = False,
         sandbox: str = "",
         path_append: str = "",
+        allowed_env_keys: list[str] | None = None,
     ):
         self.timeout = timeout
         self.working_dir = working_dir
@@ -58,10 +61,19 @@ class ExecTool(Tool):
             r">\s*/dev/sd",                  # write to disk
             r"\b(shutdown|reboot|poweroff)\b",  # system power
             r":\(\)\s*\{.*\};\s*:",          # fork bomb
+            # Block writes to nanobot internal state files (#2989).
+            # history.jsonl / .dream_cursor are managed by append_history();
+            # direct writes corrupt the cursor format and crash /dream.
+            r">>?\s*\S*(?:history\.jsonl|\.dream_cursor)",            # > / >> redirect
+            r"\btee\b[^|;&<>]*(?:history\.jsonl|\.dream_cursor)",     # tee / tee -a
+            r"\b(?:cp|mv)\b(?:\s+[^\s|;&<>]+)+\s+\S*(?:history\.jsonl|\.dream_cursor)",  # cp/mv target
+            r"\bdd\b[^|;&<>]*\bof=\S*(?:history\.jsonl|\.dream_cursor)",  # dd of=
+            r"\bsed\s+-i[^|;&<>]*(?:history\.jsonl|\.dream_cursor)",  # sed -i
         ]
         self.allow_patterns = allow_patterns or []
         self.restrict_to_workspace = restrict_to_workspace
         self.path_append = path_append
+        self.allowed_env_keys = allowed_env_keys or []
 
     @property
     def name(self) -> str:
@@ -72,7 +84,13 @@ class ExecTool(Tool):
 
     @property
     def description(self) -> str:
-        return "Execute a shell command and return its output. Use with caution."
+        return (
+            "Execute a shell command and return its output. "
+            "Prefer read_file/write_file/edit_file over cat/echo/sed, "
+            "and grep/glob over shell find/grep. "
+            "Use -y or --yes flags to avoid interactive prompts. "
+            "Output is truncated at 10 000 chars; timeout defaults to 60s."
+        )
 
     @property
     def exclusive(self) -> bool:
@@ -83,32 +101,47 @@ class ExecTool(Tool):
         timeout: int | None = None, **kwargs: Any,
     ) -> str:
         cwd = working_dir or self.working_dir or os.getcwd()
+
+        # Prevent an LLM-supplied working_dir from escaping the configured
+        # workspace when restrict_to_workspace is enabled (#2826). Without
+        # this, a caller can pass working_dir="/etc" and then all absolute
+        # paths under /etc would pass the _guard_command check that anchors
+        # on cwd.
+        if self.restrict_to_workspace and self.working_dir:
+            try:
+                requested = Path(cwd).expanduser().resolve()
+                workspace_root = Path(self.working_dir).expanduser().resolve()
+            except Exception:
+                return "Error: working_dir could not be resolved"
+            if requested != workspace_root and workspace_root not in requested.parents:
+                return "Error: working_dir is outside the configured workspace"
+
         guard_error = self._guard_command(command, cwd)
         if guard_error:
             return guard_error
 
         if self.sandbox:
-            workspace = self.working_dir or cwd
-            command = wrap_command(self.sandbox, command, workspace, cwd)
-            cwd = str(Path(workspace).resolve())
+            if _IS_WINDOWS:
+                logger.warning(
+                    "Sandbox '{}' is not supported on Windows; running unsandboxed",
+                    self.sandbox,
+                )
+            else:
+                workspace = self.working_dir or cwd
+                command = wrap_command(self.sandbox, command, workspace, cwd)
+                cwd = str(Path(workspace).resolve())
 
         effective_timeout = min(timeout or self.timeout, self._MAX_TIMEOUT)
-
         env = self._build_env()
 
         if self.path_append:
-            command = f'export PATH="$PATH:{self.path_append}"; {command}'
-
-        bash = shutil.which("bash") or "/bin/bash"
+            if _IS_WINDOWS:
+                env["PATH"] = env.get("PATH", "") + ";" + self.path_append
+            else:
+                command = f'export PATH="$PATH:{self.path_append}"; {command}'
 
         try:
-            process = await asyncio.create_subprocess_exec(
-                bash, "-l", "-c", command,
-                stdout=asyncio.subprocess.PIPE,
-                stderr=asyncio.subprocess.PIPE,
-                cwd=cwd,
-                env=env,
-            )
+            process = await self._spawn(command, cwd, env)
 
             try:
                 stdout, stderr = await asyncio.wait_for(
@@ -136,7 +169,6 @@ class ExecTool(Tool):
 
             result = "\n".join(output_parts) if output_parts else "(no output)"
 
-            # Head + tail truncation to preserve both start and end of output
             max_len = self._MAX_OUTPUT
             if len(result) > max_len:
                 half = max_len // 2
@@ -151,6 +183,29 @@ class ExecTool(Tool):
         except Exception as e:
             return f"Error executing command: {str(e)}"
 
+    @staticmethod
+    async def _spawn(
+        command: str, cwd: str, env: dict[str, str],
+    ) -> asyncio.subprocess.Process:
+        """Launch *command* in a platform-appropriate shell."""
+        if _IS_WINDOWS:
+            comspec = env.get("COMSPEC", os.environ.get("COMSPEC", "cmd.exe"))
+            return await asyncio.create_subprocess_exec(
+                comspec, "/c", command,
+                stdout=asyncio.subprocess.PIPE,
+                stderr=asyncio.subprocess.PIPE,
+                cwd=cwd,
+                env=env,
+            )
+        bash = shutil.which("bash") or "/bin/bash"
+        return await asyncio.create_subprocess_exec(
+            bash, "-l", "-c", command,
+            stdout=asyncio.subprocess.PIPE,
+            stderr=asyncio.subprocess.PIPE,
+            cwd=cwd,
+            env=env,
+        )
+
     @staticmethod
     async def _kill_process(process: asyncio.subprocess.Process) -> None:
         """Kill a subprocess and reap it to prevent zombies."""
@@ -160,7 +215,7 @@ class ExecTool(Tool):
         except asyncio.TimeoutError:
             pass
         finally:
-            if sys.platform != "win32":
+            if not _IS_WINDOWS:
                 try:
                     os.waitpid(process.pid, os.WNOHANG)
                 except (ProcessLookupError, ChildProcessError) as e:
@@ -169,17 +224,48 @@ class ExecTool(Tool):
     def _build_env(self) -> dict[str, str]:
         """Build a minimal environment for subprocess execution.
 
-        Uses HOME so that ``bash -l`` sources the user's profile (which sets
-        PATH and other essentials).  Only PATH is extended with *path_append*;
-        the parent process's environment is **not** inherited, preventing
-        secrets in env vars from leaking to LLM-generated commands.
+        On Unix, only HOME/LANG/TERM are passed; ``bash -l`` sources the
+        user's profile which sets PATH and other essentials.
+
+        On Windows, ``cmd.exe`` has no login-profile mechanism, so a curated
+        set of system variables (including PATH) is forwarded.  API keys and
+        other secrets are still excluded.
         """
+        if _IS_WINDOWS:
+            sr = os.environ.get("SYSTEMROOT", r"C:\Windows")
+            env = {
+                "SYSTEMROOT": sr,
+                "COMSPEC": os.environ.get("COMSPEC", f"{sr}\\system32\\cmd.exe"),
+                "USERPROFILE": os.environ.get("USERPROFILE", ""),
+                "HOMEDRIVE": os.environ.get("HOMEDRIVE", "C:"),
+                "HOMEPATH": os.environ.get("HOMEPATH", "\\"),
+                "TEMP": os.environ.get("TEMP", f"{sr}\\Temp"),
+                "TMP": os.environ.get("TMP", f"{sr}\\Temp"),
+                "PATHEXT": os.environ.get("PATHEXT", ".COM;.EXE;.BAT;.CMD"),
+                "PATH": os.environ.get("PATH", f"{sr}\\system32;{sr}"),
+                "APPDATA": os.environ.get("APPDATA", ""),
+                "LOCALAPPDATA": os.environ.get("LOCALAPPDATA", ""),
+                "ProgramData": os.environ.get("ProgramData", ""),
+                "ProgramFiles": os.environ.get("ProgramFiles", ""),
+                "ProgramFiles(x86)": os.environ.get("ProgramFiles(x86)", ""),
+                "ProgramW6432": os.environ.get("ProgramW6432", ""),
+            }
+            for key in self.allowed_env_keys:
+                val = os.environ.get(key)
+                if val is not None:
+                    env[key] = val
+            return env
         home = os.environ.get("HOME", "/tmp")
-        return {
+        env = {
             "HOME": home,
             "LANG": os.environ.get("LANG", "C.UTF-8"),
             "TERM": os.environ.get("TERM", "dumb"),
         }
+        for key in self.allowed_env_keys:
+            val = os.environ.get(key)
+            if val is not None:
+                env[key] = val
+        return env
 
     def _guard_command(self, command: str, cwd: str) -> str | None:
         """Best-effort safety guard for potentially destructive commands."""

nanobot/agent/tools/web.py

@@ -84,7 +84,11 @@ class WebSearchTool(Tool):
     """Search the web using configured provider."""
 
     name = "web_search"
-    description = "Search the web. Returns titles, URLs, and snippets."
+    description = (
+        "Search the web. Returns titles, URLs, and snippets. "
+        "count defaults to 5 (max 10). "
+        "Use web_fetch to read a specific page in full."
+    )
 
     def __init__(self, config: WebSearchConfig | None = None, proxy: str | None = None):
         from nanobot.config.schema import WebSearchConfig
@@ -92,10 +96,37 @@ class WebSearchTool(Tool):
         self.config = config if config is not None else WebSearchConfig()
         self.proxy = proxy
 
+    def _effective_provider(self) -> str:
+        """Resolve the backend that execute() will actually use."""
+        provider = self.config.provider.strip().lower() or "brave"
+        if provider == "duckduckgo":
+            return "duckduckgo"
+        if provider == "brave":
+            api_key = self.config.api_key or os.environ.get("BRAVE_API_KEY", "")
+            return "brave" if api_key else "duckduckgo"
+        if provider == "tavily":
+            api_key = self.config.api_key or os.environ.get("TAVILY_API_KEY", "")
+            return "tavily" if api_key else "duckduckgo"
+        if provider == "searxng":
+            base_url = (self.config.base_url or os.environ.get("SEARXNG_BASE_URL", "")).strip()
+            return "searxng" if base_url else "duckduckgo"
+        if provider == "jina":
+            api_key = self.config.api_key or os.environ.get("JINA_API_KEY", "")
+            return "jina" if api_key else "duckduckgo"
+        if provider == "kagi":
+            api_key = self.config.api_key or os.environ.get("KAGI_API_KEY", "")
+            return "kagi" if api_key else "duckduckgo"
+        return provider
+
     @property
     def read_only(self) -> bool:
         return True
 
+    @property
+    def exclusive(self) -> bool:
+        """DuckDuckGo searches are serialized because ddgs is not concurrency-safe."""
+        return self._effective_provider() == "duckduckgo"
+
     async def execute(self, query: str, count: int | None = None, **kwargs: Any) -> str:
         provider = self.config.provider.strip().lower() or "brave"
         n = min(max(count or self.config.max_results, 1), 10)
@@ -110,6 +141,8 @@ class WebSearchTool(Tool):
             return await self._search_jina(query, n)
         elif provider == "brave":
             return await self._search_brave(query, n)
+        elif provider == "kagi":
+            return await self._search_kagi(query, n)
         else:
             return f"Error: unknown search provider '{provider}'"
 
@@ -200,6 +233,29 @@ class WebSearchTool(Tool):
             logger.warning("Jina search failed ({}), falling back to DuckDuckGo", e)
             return await self._search_duckduckgo(query, n)
 
+    async def _search_kagi(self, query: str, n: int) -> str:
+        api_key = self.config.api_key or os.environ.get("KAGI_API_KEY", "")
+        if not api_key:
+            logger.warning("KAGI_API_KEY not set, falling back to DuckDuckGo")
+            return await self._search_duckduckgo(query, n)
+        try:
+            async with httpx.AsyncClient(proxy=self.proxy) as client:
+                r = await client.get(
+                    "https://kagi.com/api/v0/search",
+                    params={"q": query, "limit": n},
+                    headers={"Authorization": f"Bot {api_key}"},
+                    timeout=10.0,
+                )
+                r.raise_for_status()
+            # t=0 items are search results; other values are related searches, etc.
+            items = [
+                {"title": d.get("title", ""), "url": d.get("url", ""), "content": d.get("snippet", "")}
+                for d in r.json().get("data", []) if d.get("t") == 0
+            ]
+            return _format_results(query, items, n)
+        except Exception as e:
+            return f"Error: {e}"
+
     async def _search_duckduckgo(self, query: str, n: int) -> str:
         try:
             # Note: duckduckgo_search is synchronous and does its own requests
@@ -239,7 +295,11 @@ class WebFetchTool(Tool):
     """Fetch and extract content from a URL."""
 
     name = "web_fetch"
-    description = "Fetch URL and extract readable content (HTML → markdown/text)."
+    description = (
+        "Fetch a URL and extract readable content (HTML → markdown/text). "
+        "Output is capped at maxChars (default 50 000). "
+        "Works for most web pages and docs; may fail on login-walled or JS-heavy sites."
+    )
 
     def __init__(self, max_chars: int = 50000, proxy: str | None = None):
         self.max_chars = max_chars

nanobot/api/server.py

@@ -7,15 +7,28 @@ All requests route to a single persistent API session.
 from __future__ import annotations
 
 import asyncio
+import base64
+import mimetypes
+import re
 import time
 import uuid
+from pathlib import Path
 from typing import Any
 
 from aiohttp import web
 from loguru import logger
 
+from nanobot.config.paths import get_media_dir
+from nanobot.utils.helpers import safe_filename
 from nanobot.utils.runtime import EMPTY_FINAL_RESPONSE_MESSAGE
 
+MAX_FILE_SIZE = 10 * 1024 * 1024  # 10 MB
+_DATA_URL_RE = re.compile(r"^data:([^;]+);base64,(.+)$", re.DOTALL)
+
+
+class _FileSizeExceeded(Exception):
+    """Raised when an uploaded file exceeds the size limit."""
+
 API_SESSION_KEY = "api:default"
 API_CHAT_ID = "default"
 
@@ -57,48 +70,138 @@ def _response_text(value: Any) -> str:
     return str(value)
 
 
+# ---------------------------------------------------------------------------
+# Upload helpers
+# ---------------------------------------------------------------------------
+
+def _save_base64_data_url(data_url: str, media_dir: Path) -> str | None:
+    """Decode a data:...;base64,... URL and save to disk."""
+    m = _DATA_URL_RE.match(data_url)
+    if not m:
+        return None
+    mime_type, b64_payload = m.group(1), m.group(2)
+    try:
+        raw = base64.b64decode(b64_payload)
+    except Exception:
+        return None
+    if len(raw) > MAX_FILE_SIZE:
+        raise _FileSizeExceeded(
+            f"File exceeds {MAX_FILE_SIZE // (1024 * 1024)}MB limit"
+        )
+    ext = mimetypes.guess_extension(mime_type) or ".bin"
+    filename = f"{uuid.uuid4().hex[:12]}{ext}"
+    dest = media_dir / safe_filename(filename)
+    dest.write_bytes(raw)
+    return str(dest)
+
+
+def _parse_json_content(body: dict) -> tuple[str, list[str]]:
+    """Parse JSON request body. Returns (text, media_paths)."""
+    messages = body.get("messages")
+    if not isinstance(messages, list) or len(messages) != 1:
+        raise ValueError("Only a single user message is supported")
+    message = messages[0]
+    if not isinstance(message, dict) or message.get("role") != "user":
+        raise ValueError("Only a single user message is supported")
+
+    user_content = message.get("content", "")
+    media_dir = get_media_dir("api")
+    media_paths: list[str] = []
+
+    if isinstance(user_content, list):
+        text_parts: list[str] = []
+        for part in user_content:
+            if not isinstance(part, dict):
+                continue
+            if part.get("type") == "text":
+                text_parts.append(part.get("text", ""))
+            elif part.get("type") == "image_url":
+                url = part.get("image_url", {}).get("url", "")
+                if url.startswith("data:"):
+                    saved = _save_base64_data_url(url, media_dir)
+                    if saved:
+                        media_paths.append(saved)
+        text = " ".join(text_parts)
+    elif isinstance(user_content, str):
+        text = user_content
+    else:
+        raise ValueError("Invalid content format")
+
+    return text, media_paths
+
+
+async def _parse_multipart(request: web.Request) -> tuple[str, list[str], str | None]:
+    """Parse multipart/form-data. Returns (text, media_paths, session_id)."""
+    media_dir = get_media_dir("api")
+    reader = await request.multipart()
+    text = ""
+    session_id = None
+    media_paths: list[str] = []
+
+    while True:
+        part = await reader.next()
+        if part is None:
+            break
+        if part.name == "message":
+            text = (await part.read()).decode("utf-8")
+        elif part.name == "session_id":
+            session_id = (await part.read()).decode("utf-8").strip()
+        elif part.name == "files":
+            raw = await part.read()
+            if len(raw) > MAX_FILE_SIZE:
+                raise _FileSizeExceeded(f"File '{part.filename}' exceeds {MAX_FILE_SIZE // (1024*1024)}MB limit")
+            filename = safe_filename(part.filename or f"{uuid.uuid4().hex[:12]}.bin")
+            dest = media_dir / filename
+            dest.write_bytes(raw)
+            media_paths.append(str(dest))
+
+    if not text:
+        text = "请分析上传的文件"
+
+    return text, media_paths, session_id
+
+
 # ---------------------------------------------------------------------------
 # Route handlers
 # ---------------------------------------------------------------------------
 
 async def handle_chat_completions(request: web.Request) -> web.Response:
-    """POST /v1/chat/completions"""
-
-    # --- Parse body ---
-    try:
-        body = await request.json()
-    except Exception:
-        return _error_json(400, "Invalid JSON body")
-
-    messages = body.get("messages")
-    if not isinstance(messages, list) or len(messages) != 1:
-        return _error_json(400, "Only a single user message is supported")
-
-    # Stream not yet supported
-    if body.get("stream", False):
-        return _error_json(400, "stream=true is not supported yet. Set stream=false or omit it.")
-
-    message = messages[0]
-    if not isinstance(message, dict) or message.get("role") != "user":
-        return _error_json(400, "Only a single user message is supported")
-    user_content = message.get("content", "")
-    if isinstance(user_content, list):
-        # Multi-modal content array — extract text parts
-        user_content = " ".join(
-            part.get("text", "") for part in user_content if part.get("type") == "text"
-        )
+    """POST /v1/chat/completions — supports JSON and multipart/form-data."""
+    content_type = request.content_type or ""
+    if not isinstance(content_type, str):
+        content_type = ""
 
     agent_loop = request.app["agent_loop"]
     timeout_s: float = request.app.get("request_timeout", 120.0)
     model_name: str = request.app.get("model_name", "nanobot")
-    if (requested_model := body.get("model")) and requested_model != model_name:
-        return _error_json(400, f"Only configured model '{model_name}' is available")
 
-    session_key = f"api:{body['session_id']}" if body.get("session_id") else API_SESSION_KEY
+    try:
+        if content_type.startswith("multipart/"):
+            text, media_paths, session_id = await _parse_multipart(request)
+        else:
+            try:
+                body = await request.json()
+            except Exception:
+                return _error_json(400, "Invalid JSON body")
+            if body.get("stream", False):
+                return _error_json(400, "stream=true is not supported yet. Set stream=false or omit it.")
+            if (requested_model := body.get("model")) and requested_model != model_name:
+                return _error_json(400, f"Only configured model '{model_name}' is available")
+            text, media_paths = _parse_json_content(body)
+            session_id = body.get("session_id")
+    except ValueError as e:
+        return _error_json(400, str(e))
+    except _FileSizeExceeded as e:
+        return _error_json(413, str(e), err_type="invalid_request_error")
+    except Exception:
+        logger.exception("Error parsing upload")
+        return _error_json(413, "File too large or invalid upload")
+
+    session_key = f"api:{session_id}" if session_id else API_SESSION_KEY
     session_locks: dict[str, asyncio.Lock] = request.app["session_locks"]
     session_lock = session_locks.setdefault(session_key, asyncio.Lock())
 
-    logger.info("API request session_key={} content={}", session_key, user_content[:80])
+    logger.info("API request session_key={} media={} text={}", session_key, len(media_paths), text[:80])
 
     _FALLBACK = EMPTY_FINAL_RESPONSE_MESSAGE
 
@@ -107,7 +210,8 @@ async def handle_chat_completions(request: web.Request) -> web.Response:
             try:
                 response = await asyncio.wait_for(
                     agent_loop.process_direct(
-                        content=user_content,
+                        content=text,
+                        media=media_paths if media_paths else None,
                         session_key=session_key,
                         channel="api",
                         chat_id=API_CHAT_ID,
@@ -117,13 +221,11 @@ async def handle_chat_completions(request: web.Request) -> web.Response:
                 response_text = _response_text(response)
 
                 if not response_text or not response_text.strip():
-                    logger.warning(
-                        "Empty response for session {}, retrying",
-                        session_key,
-                    )
+                    logger.warning("Empty response for session {}, retrying", session_key)
                     retry_response = await asyncio.wait_for(
                         agent_loop.process_direct(
-                            content=user_content,
+                            content=text,
+                            media=media_paths if media_paths else None,
                             session_key=session_key,
                             channel="api",
                             chat_id=API_CHAT_ID,
@@ -132,10 +234,7 @@ async def handle_chat_completions(request: web.Request) -> web.Response:
                     )
                     response_text = _response_text(retry_response)
                     if not response_text or not response_text.strip():
-                        logger.warning(
-                            "Empty response after retry for session {}, using fallback",
-                            session_key,
-                        )
+                        logger.warning("Empty response after retry, using fallback")
                         response_text = _FALLBACK
 
             except asyncio.TimeoutError:
@@ -183,7 +282,7 @@ def create_app(agent_loop, model_name: str = "nanobot", request_timeout: float =
         model_name: Model name reported in responses.
         request_timeout: Per-request timeout in seconds.
     """
-    app = web.Application()
+    app = web.Application(client_max_size=20 * 1024 * 1024)  # 20MB for base64 images
     app["agent_loop"] = agent_loop
     app["model_name"] = model_name
     app["request_timeout"] = request_timeout

nanobot/channels/base.py

@@ -116,7 +116,13 @@ class BaseChannel(ABC):
 
     def is_allowed(self, sender_id: str) -> bool:
         """Check if *sender_id* is permitted.  Empty list → deny all; ``"*"`` → allow all."""
-        allow_list = getattr(self.config, "allow_from", [])
+        if isinstance(self.config, dict):
+            if "allow_from" in self.config:
+                allow_list = self.config.get("allow_from")
+            else:
+                allow_list = self.config.get("allowFrom", [])
+        else:
+            allow_list = getattr(self.config, "allow_from", [])
         if not allow_list:
             logger.warning("{}: allow_from is empty — all access denied", self.name)
             return False

nanobot/channels/dingtalk.py

@@ -5,6 +5,8 @@ import json
 import mimetypes
 import os
 import time
+import zipfile
+from io import BytesIO
 from pathlib import Path
 from typing import Any
 from urllib.parse import unquote, urlparse
@@ -171,6 +173,7 @@ class DingTalkChannel(BaseChannel):
     _IMAGE_EXTS = {".jpg", ".jpeg", ".png", ".gif", ".bmp", ".webp"}
     _AUDIO_EXTS = {".amr", ".mp3", ".wav", ".ogg", ".m4a", ".aac"}
     _VIDEO_EXTS = {".mp4", ".mov", ".avi", ".mkv", ".webm"}
+    _ZIP_BEFORE_UPLOAD_EXTS = {".htm", ".html"}
 
     @classmethod
     def default_config(cls) -> dict[str, Any]:
@@ -287,6 +290,31 @@ class DingTalkChannel(BaseChannel):
         name = os.path.basename(urlparse(media_ref).path)
         return name or {"image": "image.jpg", "voice": "audio.amr", "video": "video.mp4"}.get(upload_type, "file.bin")
 
+    @staticmethod
+    def _zip_bytes(filename: str, data: bytes) -> tuple[bytes, str, str]:
+        stem = Path(filename).stem or "attachment"
+        safe_name = filename or "attachment.bin"
+        zip_name = f"{stem}.zip"
+        buffer = BytesIO()
+        with zipfile.ZipFile(buffer, mode="w", compression=zipfile.ZIP_DEFLATED) as archive:
+            archive.writestr(safe_name, data)
+        return buffer.getvalue(), zip_name, "application/zip"
+
+    def _normalize_upload_payload(
+        self,
+        filename: str,
+        data: bytes,
+        content_type: str | None,
+    ) -> tuple[bytes, str, str | None]:
+        ext = Path(filename).suffix.lower()
+        if ext in self._ZIP_BEFORE_UPLOAD_EXTS or content_type == "text/html":
+            logger.info(
+                "DingTalk does not accept raw HTML attachments, zipping {} before upload",
+                filename,
+            )
+            return self._zip_bytes(filename, data)
+        return data, filename, content_type
+
     async def _read_media_bytes(
         self,
         media_ref: str,
@@ -309,6 +337,9 @@ class DingTalkChannel(BaseChannel):
                 content_type = (resp.headers.get("content-type") or "").split(";")[0].strip()
                 filename = self._guess_filename(media_ref, self._guess_upload_type(media_ref))
                 return resp.content, filename, content_type or None
+            except httpx.TransportError as e:
+                logger.error("DingTalk media download network error ref={} err={}", media_ref, e)
+                raise
             except Exception as e:
                 logger.error("DingTalk media download error ref={} err={}", media_ref, e)
                 return None, None, None
@@ -360,6 +391,9 @@ class DingTalkChannel(BaseChannel):
                 logger.error("DingTalk media upload missing media_id body={}", text[:500])
                 return None
             return str(media_id)
+        except httpx.TransportError as e:
+            logger.error("DingTalk media upload network error type={} err={}", media_type, e)
+            raise
         except Exception as e:
             logger.error("DingTalk media upload error type={} err={}", media_type, e)
             return None
@@ -409,6 +443,9 @@ class DingTalkChannel(BaseChannel):
                 return False
             logger.debug("DingTalk message sent to {} with msgKey={}", chat_id, msg_key)
             return True
+        except httpx.TransportError as e:
+            logger.error("DingTalk network error sending message msgKey={} err={}", msg_key, e)
+            raise
         except Exception as e:
             logger.error("Error sending DingTalk message msgKey={} err={}", msg_key, e)
             return False
@@ -444,6 +481,7 @@ class DingTalkChannel(BaseChannel):
             return False
 
         filename = filename or self._guess_filename(media_ref, upload_type)
+        data, filename, content_type = self._normalize_upload_payload(filename, data, content_type)
         file_type = Path(filename).suffix.lower().lstrip(".")
         if not file_type:
             guessed = mimetypes.guess_extension(content_type or "")

nanobot/channels/discord.py

@@ -4,6 +4,8 @@ from __future__ import annotations
 
 import asyncio
 import importlib.util
+import time
+from dataclasses import dataclass
 from pathlib import Path
 from typing import TYPE_CHECKING, Any, Literal
 
@@ -20,6 +22,7 @@ from nanobot.utils.helpers import safe_filename, split_message
 
 DISCORD_AVAILABLE = importlib.util.find_spec("discord") is not None
 if TYPE_CHECKING:
+    import aiohttp
     import discord
     from discord import app_commands
     from discord.abc import Messageable
@@ -34,6 +37,16 @@ MAX_MESSAGE_LEN = 2000  # Discord message character limit
 TYPING_INTERVAL_S = 8
 
 
+@dataclass
+class _StreamBuf:
+    """Per-chat streaming accumulator for progressive Discord message edits."""
+
+    text: str = ""
+    message: Any | None = None
+    last_edit: float = 0.0
+    stream_id: str | None = None
+
+
 class DiscordConfig(Base):
     """Discord channel configuration."""
 
@@ -45,6 +58,10 @@ class DiscordConfig(Base):
     read_receipt_emoji: str = "👀"
     working_emoji: str = "🔧"
     working_emoji_delay: float = 2.0
+    streaming: bool = True
+    proxy: str | None = None
+    proxy_username: str | None = None
+    proxy_password: str | None = None
 
 
 if DISCORD_AVAILABLE:
@@ -52,8 +69,15 @@ if DISCORD_AVAILABLE:
     class DiscordBotClient(discord.Client):
         """discord.py client that forwards events to the channel."""
 
-        def __init__(self, channel: DiscordChannel, *, intents: discord.Intents) -> None:
-            super().__init__(intents=intents)
+        def __init__(
+            self,
+            channel: DiscordChannel,
+            *,
+            intents: discord.Intents,
+            proxy: str | None = None,
+            proxy_auth: aiohttp.BasicAuth | None = None,
+        ) -> None:
+            super().__init__(intents=intents, proxy=proxy, proxy_auth=proxy_auth)
             self._channel = channel
             self.tree = app_commands.CommandTree(self)
             self._register_app_commands()
@@ -117,6 +141,7 @@ if DISCORD_AVAILABLE:
             )
 
             for name, description, command_text in commands:
+
                 @self.tree.command(name=name, description=description)
                 async def command_handler(
                     interaction: discord.Interaction,
@@ -173,7 +198,9 @@ if DISCORD_AVAILABLE:
                 else:
                     failed_media.append(Path(media_path).name)
 
-            for index, chunk in enumerate(self._build_chunks(msg.content or "", failed_media, sent_media)):
+            for index, chunk in enumerate(
+                self._build_chunks(msg.content or "", failed_media, sent_media)
+            ):
                 kwargs: dict[str, Any] = {"content": chunk}
                 if index == 0 and reference is not None and not sent_media:
                     kwargs["reference"] = reference
@@ -242,6 +269,7 @@ class DiscordChannel(BaseChannel):
 
     name = "discord"
     display_name = "Discord"
+    _STREAM_EDIT_INTERVAL = 0.8
 
     @classmethod
     def default_config(cls) -> dict[str, Any]:
@@ -263,6 +291,7 @@ class DiscordChannel(BaseChannel):
         self._bot_user_id: str | None = None
         self._pending_reactions: dict[str, Any] = {}  # chat_id -> message object
         self._working_emoji_tasks: dict[str, asyncio.Task[None]] = {}
+        self._stream_bufs: dict[str, _StreamBuf] = {}
 
     async def start(self) -> None:
         """Start the Discord client."""
@@ -277,7 +306,29 @@ class DiscordChannel(BaseChannel):
         try:
             intents = discord.Intents.none()
             intents.value = self.config.intents
-            self._client = DiscordBotClient(self, intents=intents)
+
+            proxy_auth = None
+            has_user = bool(self.config.proxy_username)
+            has_pass = bool(self.config.proxy_password)
+            if has_user and has_pass:
+                import aiohttp
+
+                proxy_auth = aiohttp.BasicAuth(
+                    login=self.config.proxy_username,
+                    password=self.config.proxy_password,
+                )
+            elif has_user != has_pass:
+                logger.warning(
+                    "Discord proxy auth incomplete: both proxy_username and "
+                    "proxy_password must be set; ignoring partial credentials",
+                )
+
+            self._client = DiscordBotClient(
+                self,
+                intents=intents,
+                proxy=self.config.proxy,
+                proxy_auth=proxy_auth,
+            )
         except Exception as e:
             logger.error("Failed to initialize Discord client: {}", e)
             self._client = None
@@ -315,11 +366,71 @@ class DiscordChannel(BaseChannel):
             await client.send_outbound(msg)
         except Exception as e:
             logger.error("Error sending Discord message: {}", e)
+            raise
         finally:
             if not is_progress:
                 await self._stop_typing(msg.chat_id)
                 await self._clear_reactions(msg.chat_id)
 
+    async def send_delta(
+        self, chat_id: str, delta: str, metadata: dict[str, Any] | None = None
+    ) -> None:
+        """Progressive Discord delivery: send once, then edit until the stream ends."""
+        client = self._client
+        if client is None or not client.is_ready():
+            logger.warning("Discord client not ready; dropping stream delta")
+            return
+
+        meta = metadata or {}
+        stream_id = meta.get("_stream_id")
+
+        if meta.get("_stream_end"):
+            buf = self._stream_bufs.get(chat_id)
+            if not buf or buf.message is None or not buf.text:
+                return
+            if stream_id is not None and buf.stream_id is not None and buf.stream_id != stream_id:
+                return
+            await self._finalize_stream(chat_id, buf)
+            return
+
+        buf = self._stream_bufs.get(chat_id)
+        if buf is None or (
+            stream_id is not None and buf.stream_id is not None and buf.stream_id != stream_id
+        ):
+            buf = _StreamBuf(stream_id=stream_id)
+            self._stream_bufs[chat_id] = buf
+        elif buf.stream_id is None:
+            buf.stream_id = stream_id
+
+        buf.text += delta
+        if not buf.text.strip():
+            return
+
+        target = await self._resolve_channel(chat_id)
+        if target is None:
+            logger.warning("Discord stream target {} unavailable", chat_id)
+            return
+
+        now = time.monotonic()
+        if buf.message is None:
+            try:
+                buf.message = await target.send(content=buf.text)
+                buf.last_edit = now
+            except Exception as e:
+                logger.warning("Discord stream initial send failed: {}", e)
+                raise
+            return
+
+        if (now - buf.last_edit) < self._STREAM_EDIT_INTERVAL:
+            return
+
+        try:
+            await buf.message.edit(content=DiscordBotClient._build_chunks(buf.text, [], False)[0])
+            buf.last_edit = now
+        except Exception as e:
+            logger.warning("Discord stream edit failed: {}", e)
+            raise
+
     async def _handle_discord_message(self, message: discord.Message) -> None:
         """Handle incoming Discord messages from discord.py."""
         if message.author.bot:
@@ -373,6 +484,47 @@ class DiscordChannel(BaseChannel):
         """Backward-compatible alias for legacy tests/callers."""
         await self._handle_discord_message(message)
 
+    async def _resolve_channel(self, chat_id: str) -> Any | None:
+        """Resolve a Discord channel from cache first, then network fetch."""
+        client = self._client
+        if client is None or not client.is_ready():
+            return None
+        channel_id = int(chat_id)
+        channel = client.get_channel(channel_id)
+        if channel is not None:
+            return channel
+        try:
+            return await client.fetch_channel(channel_id)
+        except Exception as e:
+            logger.warning("Discord channel {} unavailable: {}", chat_id, e)
+            return None
+
+    async def _finalize_stream(self, chat_id: str, buf: _StreamBuf) -> None:
+        """Commit the final streamed content and flush overflow chunks."""
+        chunks = DiscordBotClient._build_chunks(buf.text, [], False)
+        if not chunks:
+            self._stream_bufs.pop(chat_id, None)
+            return
+
+        try:
+            await buf.message.edit(content=chunks[0])
+        except Exception as e:
+            logger.warning("Discord final stream edit failed: {}", e)
+            raise
+
+        target = getattr(buf.message, "channel", None) or await self._resolve_channel(chat_id)
+        if target is None:
+            logger.warning("Discord stream follow-up target {} unavailable", chat_id)
+            self._stream_bufs.pop(chat_id, None)
+            return
+
+        for extra_chunk in chunks[1:]:
+            await target.send(content=extra_chunk)
+
+        self._stream_bufs.pop(chat_id, None)
+        await self._stop_typing(chat_id)
+        await self._clear_reactions(chat_id)
+
     def _should_accept_inbound(
         self,
         message: discord.Message,
@@ -423,7 +575,11 @@ class DiscordChannel(BaseChannel):
     @staticmethod
     def _build_inbound_metadata(message: discord.Message) -> dict[str, str | None]:
         """Build metadata for inbound Discord messages."""
-        reply_to = str(message.reference.message_id) if message.reference and message.reference.message_id else None
+        reply_to = (
+            str(message.reference.message_id)
+            if message.reference and message.reference.message_id
+            else None
+        )
         return {
             "message_id": str(message.id),
             "guild_id": str(message.guild.id) if message.guild else None,
@@ -438,7 +594,9 @@ class DiscordChannel(BaseChannel):
         if self.config.group_policy == "mention":
             bot_user_id = self._bot_user_id
             if bot_user_id is None:
-                logger.debug("Discord message in {} ignored (bot identity unavailable)", message.channel.id)
+                logger.debug(
+                    "Discord message in {} ignored (bot identity unavailable)", message.channel.id
+                )
                 return False
 
             if any(str(user.id) == bot_user_id for user in message.mentions):
@@ -480,7 +638,6 @@ class DiscordChannel(BaseChannel):
         except asyncio.CancelledError:
             pass
 
-
     async def _clear_reactions(self, chat_id: str) -> None:
         """Remove all pending reactions after bot replies."""
         # Cancel delayed working emoji if it hasn't fired yet
@@ -507,6 +664,7 @@ class DiscordChannel(BaseChannel):
     async def _reset_runtime_state(self, close_client: bool) -> None:
         """Reset client and typing state."""
         await self._cancel_all_typing()
+        self._stream_bufs.clear()
         if close_client and self._client is not None and not self._client.is_closed():
             try:
                 await self._client.close()

nanobot/channels/feishu.py

@@ -22,6 +22,8 @@ from nanobot.channels.base import BaseChannel
 from nanobot.config.paths import get_media_dir
 from nanobot.config.schema import Base
 
+from lark_oapi.core.const import FEISHU_DOMAIN, LARK_DOMAIN
+
 FEISHU_AVAILABLE = importlib.util.find_spec("lark_oapi") is not None
 
 # Message type display mapping
@@ -250,9 +252,12 @@ class FeishuConfig(Base):
     verification_token: str = ""
     allow_from: list[str] = Field(default_factory=list)
     react_emoji: str = "THUMBSUP"
+    done_emoji: str | None = None  # Emoji to show when task is completed (e.g., "DONE", "OK")
+    tool_hint_prefix: str = "\U0001f527"  # Prefix for inline tool hints (default: 🔧)
     group_policy: Literal["open", "mention"] = "mention"
     reply_to_message: bool = False  # If True, bot replies quote the user's original message
     streaming: bool = True
+    domain: Literal["feishu", "lark"] = "feishu"  # Set to "lark" for international Lark
 
 
 _STREAM_ELEMENT_ID = "streaming_md"
@@ -326,10 +331,12 @@ class FeishuChannel(BaseChannel):
         self._loop = asyncio.get_running_loop()
 
         # Create Lark client for sending messages
+        domain = LARK_DOMAIN if self.config.domain == "lark" else FEISHU_DOMAIN
         self._client = (
             lark.Client.builder()
             .app_id(self.config.app_id)
             .app_secret(self.config.app_secret)
+            .domain(domain)
             .log_level(lark.LogLevel.INFO)
             .build()
         )
@@ -357,6 +364,7 @@ class FeishuChannel(BaseChannel):
         self._ws_client = lark.ws.Client(
             self.config.app_id,
             self.config.app_secret,
+            domain=domain,
             event_handler=event_handler,
             log_level=lark.LogLevel.INFO,
         )
@@ -1012,14 +1020,29 @@ class FeishuChannel(BaseChannel):
 
         elif msg_type in ("audio", "file", "media"):
             file_key = content_json.get("file_key")
-            if file_key and message_id:
-                data, filename = await loop.run_in_executor(
-                    None, self._download_file_sync, message_id, file_key, msg_type
-                )
-                if not filename:
-                    filename = file_key[:16]
-                if msg_type == "audio" and not filename.endswith(".opus"):
-                    filename = f"{filename}.opus"
+            if not file_key:
+                logger.warning("Feishu {} message missing file_key: {}", msg_type, content_json)
+                return None, f"[{msg_type}: missing file_key]"
+            if not message_id:
+                logger.warning("Feishu {} message missing message_id", msg_type)
+                return None, f"[{msg_type}: missing message_id]"
+
+            data, filename = await loop.run_in_executor(
+                None, self._download_file_sync, message_id, file_key, msg_type
+            )
+
+            if not data:
+                logger.warning("Feishu {} download failed: file_key={}", msg_type, file_key)
+                return None, f"[{msg_type}: download failed]"
+
+            if not filename:
+                filename = file_key[:16]
+
+            # Feishu voice messages are opus in OGG container.
+            # Use .ogg extension for better Whisper compatibility.
+            if msg_type == "audio":
+                if not any(filename.endswith(ext) for ext in (".opus", ".ogg", ".oga")):
+                    filename = f"{filename}.ogg"
 
         if data and filename:
             file_path = media_dir / filename
@@ -1263,7 +1286,14 @@ class FeishuChannel(BaseChannel):
     async def send_delta(
         self, chat_id: str, delta: str, metadata: dict[str, Any] | None = None
     ) -> None:
-        """Progressive streaming via CardKit: create card on first delta, stream-update on subsequent."""
+        """Progressive streaming via CardKit: create card on first delta, stream-update on subsequent.
+
+        Supported metadata keys:
+            _stream_end: Finalize the streaming card.
+            _tool_hint:  Delta is a formatted tool hint (for display only).
+            message_id:  Original message id (used with _stream_end for reaction cleanup).
+            reaction_id: Reaction id to remove on stream end.
+        """
         if not self._client:
             return
         meta = metadata or {}
@@ -1274,38 +1304,48 @@ class FeishuChannel(BaseChannel):
         if meta.get("_stream_end"):
             if (message_id := meta.get("message_id")) and (reaction_id := meta.get("reaction_id")):
                 await self._remove_reaction(message_id, reaction_id)
+                # Add completion emoji if configured
+                if self.config.done_emoji and message_id:
+                    await self._add_reaction(message_id, self.config.done_emoji)
 
             buf = self._stream_bufs.pop(chat_id, None)
             if not buf or not buf.text:
                 return
+            # Try to finalize via streaming card; if that fails (e.g.
+            # streaming mode was closed by Feishu due to timeout), fall
+            # back to sending a regular interactive card.
             if buf.card_id:
                 buf.sequence += 1
-                await loop.run_in_executor(
+                ok = await loop.run_in_executor(
                     None,
                     self._stream_update_text_sync,
                     buf.card_id,
                     buf.text,
                     buf.sequence,
                 )
-                # Required so the chat list preview exits the streaming placeholder (Feishu streaming card docs).
-                buf.sequence += 1
-                await loop.run_in_executor(
-                    None,
-                    self._close_streaming_mode_sync,
-                    buf.card_id,
-                    buf.sequence,
-                )
-            else:
-                for chunk in self._split_elements_by_table_limit(
-                    self._build_card_elements(buf.text)
-                ):
-                    card = json.dumps(
-                        {"config": {"wide_screen_mode": True}, "elements": chunk},
-                        ensure_ascii=False,
-                    )
+                if ok:
+                    buf.sequence += 1
                     await loop.run_in_executor(
-                        None, self._send_message_sync, rid_type, chat_id, "interactive", card
+                        None,
+                        self._close_streaming_mode_sync,
+                        buf.card_id,
+                        buf.sequence,
                     )
+                    return
+                logger.warning(
+                    "Streaming card {} final update failed, falling back to regular card",
+                    buf.card_id,
+                )
+            for chunk in self._split_elements_by_table_limit(
+                self._build_card_elements(buf.text)
+            ):
+                card = json.dumps(
+                    {"config": {"wide_screen_mode": True}, "elements": chunk},
+                    ensure_ascii=False,
+                )
+                await loop.run_in_executor(
+                    None, self._send_message_sync, rid_type, chat_id, "interactive", card
+                )
             return
 
         # --- accumulate delta ---
@@ -1346,13 +1386,33 @@ class FeishuChannel(BaseChannel):
             receive_id_type = "chat_id" if msg.chat_id.startswith("oc_") else "open_id"
             loop = asyncio.get_running_loop()
 
-            # Handle tool hint messages as code blocks in interactive cards.
-            # These are progress-only messages and should bypass normal reply routing.
+            # Handle tool hint messages.  When a streaming card is active for
+            # this chat, inline the hint into the card instead of sending a
+            # separate message so the user experience stays cohesive.
             if msg.metadata.get("_tool_hint"):
-                if msg.content and msg.content.strip():
-                    await self._send_tool_hint_card(
-                        receive_id_type, msg.chat_id, msg.content.strip()
+                hint = (msg.content or "").strip()
+                if not hint:
+                    return
+                buf = self._stream_bufs.get(msg.chat_id)
+                if buf and buf.card_id:
+                    # Delegate to send_delta so tool hints get the same
+                    # throttling (and card creation) as regular text deltas.
+                    await self.send_delta(
+                        msg.chat_id,
+                        "\n\n" + self._format_tool_hint_delta(hint) + "\n\n",
                     )
+                    return
+                # No active streaming card — send as a regular
+                # interactive card with the same 🔧 prefix style.
+                card = json.dumps(
+                    {"config": {"wide_screen_mode": True}, "elements": [
+                        {"tag": "markdown", "content": self._format_tool_hint_delta(hint)},
+                    ]},
+                    ensure_ascii=False,
+                )
+                await loop.run_in_executor(
+                    None, self._send_message_sync, receive_id_type, msg.chat_id, "interactive", card
+                )
                 return
 
             # Determine whether the first message should quote the user's message.
@@ -1648,33 +1708,9 @@ class FeishuChannel(BaseChannel):
 
         return "\n".join(part for part in parts if part)
 
-    async def _send_tool_hint_card(
-        self, receive_id_type: str, receive_id: str, tool_hint: str
-    ) -> None:
-        """Send tool hint as an interactive card with formatted code block.
-
-        Args:
-            receive_id_type: "chat_id" or "open_id"
-            receive_id: The target chat or user ID
-            tool_hint: Formatted tool hint string (e.g., 'web_search("q"), read_file("path")')
-        """
-        loop = asyncio.get_running_loop()
-
-        # Put each top-level tool call on its own line without altering commas inside arguments.
-        formatted_code = self._format_tool_hint_lines(tool_hint)
-
-        card = {
-            "config": {"wide_screen_mode": True},
-            "elements": [
-                {"tag": "markdown", "content": f"**Tool Calls**\n\n```text\n{formatted_code}\n```"}
-            ],
-        }
-
-        await loop.run_in_executor(
-            None,
-            self._send_message_sync,
-            receive_id_type,
-            receive_id,
-            "interactive",
-            json.dumps(card, ensure_ascii=False),
+    def _format_tool_hint_delta(self, tool_hint: str) -> str:
+        """Format a tool hint string with the 🔧 prefix for each line."""
+        lines = self.__class__._format_tool_hint_lines(tool_hint).split("\n")
+        return "\n".join(
+            f"{self.config.tool_hint_prefix} {ln}" for ln in lines if ln.strip()
         )

nanobot/channels/manager.py

@@ -75,7 +75,15 @@ class ChannelManager:
 
     def _validate_allow_from(self) -> None:
         for name, ch in self.channels.items():
-            if getattr(ch.config, "allow_from", None) == []:
+            cfg = ch.config
+            if isinstance(cfg, dict):
+                if "allow_from" in cfg:
+                    allow = cfg.get("allow_from")
+                else:
+                    allow = cfg.get("allowFrom")
+            else:
+                allow = getattr(cfg, "allow_from", None)
+            if allow == []:
                 raise SystemExit(
                     f'Error: "{name}" has empty allowFrom (denies all). '
                     f'Set ["*"] to allow everyone, or add specific user IDs.'

nanobot/channels/qq.py

@@ -242,43 +242,49 @@ class QQChannel(BaseChannel):
 
     async def send(self, msg: OutboundMessage) -> None:
         """Send attachments first, then text."""
-        if not self._client:
-            logger.warning("QQ client not initialized")
-            return
+        try:
+            if not self._client:
+                logger.warning("QQ client not initialized")
+                return
 
-        msg_id = msg.metadata.get("message_id")
-        chat_type = self._chat_type_cache.get(msg.chat_id, "c2c")
-        is_group = chat_type == "group"
+            msg_id = msg.metadata.get("message_id")
+            chat_type = self._chat_type_cache.get(msg.chat_id, "c2c")
+            is_group = chat_type == "group"
 
-        # 1) Send media
-        for media_ref in msg.media or []:
-            ok = await self._send_media(
-                chat_id=msg.chat_id,
-                media_ref=media_ref,
-                msg_id=msg_id,
-                is_group=is_group,
-            )
-            if not ok:
-                filename = (
-                    os.path.basename(urlparse(media_ref).path)
-                    or os.path.basename(media_ref)
-                    or "file"
+            # 1) Send media
+            for media_ref in msg.media or []:
+                ok = await self._send_media(
+                    chat_id=msg.chat_id,
+                    media_ref=media_ref,
+                    msg_id=msg_id,
+                    is_group=is_group,
                 )
+                if not ok:
+                    filename = (
+                        os.path.basename(urlparse(media_ref).path)
+                        or os.path.basename(media_ref)
+                        or "file"
+                    )
+                    await self._send_text_only(
+                        chat_id=msg.chat_id,
+                        is_group=is_group,
+                        msg_id=msg_id,
+                        content=f"[Attachment send failed: {filename}]",
+                    )
+
+            # 2) Send text
+            if msg.content and msg.content.strip():
                 await self._send_text_only(
                     chat_id=msg.chat_id,
                     is_group=is_group,
                     msg_id=msg_id,
-                    content=f"[Attachment send failed: {filename}]",
+                    content=msg.content.strip(),
                 )
-
-        # 2) Send text
-        if msg.content and msg.content.strip():
-            await self._send_text_only(
-                chat_id=msg.chat_id,
-                is_group=is_group,
-                msg_id=msg_id,
-                content=msg.content.strip(),
-            )
+        except (aiohttp.ClientError, OSError):
+            # Network / transport errors — propagate so ChannelManager can retry
+            raise
+        except Exception:
+            logger.exception("Error sending QQ message to chat_id={}", msg.chat_id)
 
     async def _send_text_only(
         self,
@@ -359,7 +365,12 @@ class QQChannel(BaseChannel):
 
             logger.info("QQ media sent: {}", filename)
             return True
+        except (aiohttp.ClientError, OSError) as e:
+            # Network / transport errors — propagate for retry by caller
+            logger.warning("QQ send media network error filename={} err={}", filename, e)
+            raise
         except Exception as e:
+            # API-level or other non-network errors — return False so send() can fallback
             logger.error("QQ send media failed filename={} err={}", filename, e)
             return False
 
@@ -438,15 +449,26 @@ class QQChannel(BaseChannel):
             endpoint = "/v2/users/{openid}/files"
             id_key = "openid"
 
-        payload = {
+        payload: dict[str, Any] = {
             id_key: chat_id,
             "file_type": file_type,
             "file_data": file_data,
-            "file_name": file_name,
             "srv_send_msg": srv_send_msg,
         }
+        # Only pass file_name for non-image types (file_type=4).
+        # Passing file_name for images causes QQ client to render them as
+        # file attachments instead of inline images.
+        if file_type != QQ_FILE_TYPE_IMAGE and file_name:
+            payload["file_name"] = file_name
+
         route = Route("POST", endpoint, **{id_key: chat_id})
-        return await self._client.api._http.request(route, json=payload)
+        result = await self._client.api._http.request(route, json=payload)
+
+        # Extract only the file_info field to avoid extra fields (file_uuid, ttl, etc.)
+        # that may confuse QQ client when sending the media object.
+        if isinstance(result, dict) and "file_info" in result:
+            return {"file_info": result["file_info"]}
+        return result
 
     # ---------------------------
     # Inbound (receive)
@@ -454,58 +476,68 @@ class QQChannel(BaseChannel):
 
     async def _on_message(self, data: C2CMessage | GroupMessage, is_group: bool = False) -> None:
         """Parse inbound message, download attachments, and publish to the bus."""
-        if data.id in self._processed_ids:
-            return
-        self._processed_ids.append(data.id)
+        try:
+            if data.id in self._processed_ids:
+                return
+            self._processed_ids.append(data.id)
 
-        if is_group:
-            chat_id = data.group_openid
-            user_id = data.author.member_openid
-            self._chat_type_cache[chat_id] = "group"
-        else:
-            chat_id = str(
-                getattr(data.author, "id", None) or getattr(data.author, "user_openid", "unknown")
-            )
-            user_id = chat_id
-            self._chat_type_cache[chat_id] = "c2c"
-
-        content = (data.content or "").strip()
-
-        # the data used by tests don't contain attachments property
-        # so we use getattr with a default of [] to avoid AttributeError in tests
-        attachments = getattr(data, "attachments", None) or []
-        media_paths, recv_lines, att_meta = await self._handle_attachments(attachments)
-
-        # Compose content that always contains actionable saved paths
-        if recv_lines:
-            tag = "[Image]" if any(_is_image_name(Path(p).name) for p in media_paths) else "[File]"
-            file_block = "Received files:\n" + "\n".join(recv_lines)
-            content = f"{content}\n\n{file_block}".strip() if content else f"{tag}\n{file_block}"
-
-        if not content and not media_paths:
-            return
-
-        if self.config.ack_message:
-            try:
-                await self._send_text_only(
-                    chat_id=chat_id,
-                    is_group=is_group,
-                    msg_id=data.id,
-                    content=self.config.ack_message,
+            if is_group:
+                chat_id = data.group_openid
+                user_id = data.author.member_openid
+                self._chat_type_cache[chat_id] = "group"
+            else:
+                chat_id = str(
+                    getattr(data.author, "id", None)
+                    or getattr(data.author, "user_openid", "unknown")
                 )
-            except Exception:
-                logger.debug("QQ ack message failed for chat_id={}", chat_id)
+                user_id = chat_id
+                self._chat_type_cache[chat_id] = "c2c"
 
-        await self._handle_message(
-            sender_id=user_id,
-            chat_id=chat_id,
-            content=content,
-            media=media_paths if media_paths else None,
-            metadata={
-                "message_id": data.id,
-                "attachments": att_meta,
-            },
-        )
+            content = (data.content or "").strip()
+
+            # the data used by tests don't contain attachments property
+            # so we use getattr with a default of [] to avoid AttributeError in tests
+            attachments = getattr(data, "attachments", None) or []
+            media_paths, recv_lines, att_meta = await self._handle_attachments(attachments)
+
+            # Compose content that always contains actionable saved paths
+            if recv_lines:
+                tag = (
+                    "[Image]"
+                    if any(_is_image_name(Path(p).name) for p in media_paths)
+                    else "[File]"
+                )
+                file_block = "Received files:\n" + "\n".join(recv_lines)
+                content = (
+                    f"{content}\n\n{file_block}".strip() if content else f"{tag}\n{file_block}"
+                )
+
+            if not content and not media_paths:
+                return
+
+            if self.config.ack_message:
+                try:
+                    await self._send_text_only(
+                        chat_id=chat_id,
+                        is_group=is_group,
+                        msg_id=data.id,
+                        content=self.config.ack_message,
+                    )
+                except Exception:
+                    logger.debug("QQ ack message failed for chat_id={}", chat_id)
+
+            await self._handle_message(
+                sender_id=user_id,
+                chat_id=chat_id,
+                content=content,
+                media=media_paths if media_paths else None,
+                metadata={
+                    "message_id": data.id,
+                    "attachments": att_meta,
+                },
+            )
+        except Exception:
+            logger.exception("Error handling QQ inbound message id={}", getattr(data, "id", "?"))
 
     async def _handle_attachments(
         self,
@@ -520,7 +552,9 @@ class QQChannel(BaseChannel):
             return media_paths, recv_lines, att_meta
 
         for att in attachments:
-            url, filename, ctype = att.url, att.filename, att.content_type
+            url = getattr(att, "url", None) or ""
+            filename = getattr(att, "filename", None) or ""
+            ctype = getattr(att, "content_type", None) or ""
 
             logger.info("Downloading file from QQ: {}", filename or url)
             local_path = await self._download_to_media_dir_chunked(url, filename_hint=filename)
@@ -555,6 +589,10 @@ class QQChannel(BaseChannel):
         Enforces a max download size and writes to a .part temp file
         that is atomically renamed on success.
         """
+        # Handle protocol-relative URLs (e.g. "//multimedia.nt.qq.com/...")
+        if url.startswith("//"):
+            url = f"https:{url}"
+
         if not self._http:
             self._http = aiohttp.ClientSession(timeout=aiohttp.ClientTimeout(total=120))
 

nanobot/channels/slack.py

@@ -5,6 +5,7 @@ import re
 from typing import Any
 
 from loguru import logger
+from pydantic import Field
 from slack_sdk.socket_mode.request import SocketModeRequest
 from slack_sdk.socket_mode.response import SocketModeResponse
 from slack_sdk.socket_mode.websockets import SocketModeClient
@@ -13,8 +14,6 @@ from slackify_markdown import slackify_markdown
 
 from nanobot.bus.events import OutboundMessage
 from nanobot.bus.queue import MessageBus
-from pydantic import Field
-
 from nanobot.channels.base import BaseChannel
 from nanobot.config.schema import Base
 
@@ -50,6 +49,9 @@ class SlackChannel(BaseChannel):
 
     name = "slack"
     display_name = "Slack"
+    _SLACK_ID_RE = re.compile(r"^[CDGUW][A-Z0-9]{2,}$")
+    _SLACK_CHANNEL_REF_RE = re.compile(r"^<#([A-Z0-9]+)(?:\|[^>]+)?>$")
+    _SLACK_USER_REF_RE = re.compile(r"^<@([A-Z0-9]+)(?:\|[^>]+)?>$")
 
     @classmethod
     def default_config(cls) -> dict[str, Any]:
@@ -63,6 +65,7 @@ class SlackChannel(BaseChannel):
         self._web_client: AsyncWebClient | None = None
         self._socket_client: SocketModeClient | None = None
         self._bot_user_id: str | None = None
+        self._target_cache: dict[str, str] = {}
 
     async def start(self) -> None:
         """Start the Slack Socket Mode client."""
@@ -113,17 +116,23 @@ class SlackChannel(BaseChannel):
             logger.warning("Slack client not running")
             return
         try:
+            target_chat_id = await self._resolve_target_chat_id(msg.chat_id)
             slack_meta = msg.metadata.get("slack", {}) if msg.metadata else {}
             thread_ts = slack_meta.get("thread_ts")
             channel_type = slack_meta.get("channel_type")
+            origin_chat_id = str((slack_meta.get("event", {}) or {}).get("channel") or msg.chat_id)
             # Slack DMs don't use threads; channel/group replies may keep thread_ts.
-            thread_ts_param = thread_ts if thread_ts and channel_type != "im" else None
+            thread_ts_param = (
+                thread_ts
+                if thread_ts and channel_type != "im" and target_chat_id == origin_chat_id
+                else None
+            )
 
             # Slack rejects empty text payloads. Keep media-only messages media-only,
             # but send a single blank message when the bot has no text or files to send.
             if msg.content or not (msg.media or []):
                 await self._web_client.chat_postMessage(
-                    channel=msg.chat_id,
+                    channel=target_chat_id,
                     text=self._to_mrkdwn(msg.content) if msg.content else " ",
                     thread_ts=thread_ts_param,
                 )
@@ -131,7 +140,7 @@ class SlackChannel(BaseChannel):
             for media_path in msg.media or []:
                 try:
                     await self._web_client.files_upload_v2(
-                        channel=msg.chat_id,
+                        channel=target_chat_id,
                         file=media_path,
                         thread_ts=thread_ts_param,
                     )
@@ -141,12 +150,123 @@ class SlackChannel(BaseChannel):
             # Update reaction emoji when the final (non-progress) response is sent
             if not (msg.metadata or {}).get("_progress"):
                 event = slack_meta.get("event", {})
-                await self._update_react_emoji(msg.chat_id, event.get("ts"))
+                await self._update_react_emoji(origin_chat_id, event.get("ts"))
 
         except Exception as e:
             logger.error("Error sending Slack message: {}", e)
             raise
 
+    async def _resolve_target_chat_id(self, target: str) -> str:
+        """Resolve human-friendly Slack targets to concrete IDs when needed."""
+        if not self._web_client:
+            return target
+
+        target = target.strip()
+        if not target:
+            return target
+
+        if match := self._SLACK_CHANNEL_REF_RE.fullmatch(target):
+            return match.group(1)
+        if match := self._SLACK_USER_REF_RE.fullmatch(target):
+            return await self._open_dm_for_user(match.group(1))
+        if self._SLACK_ID_RE.fullmatch(target):
+            if target.startswith(("U", "W")):
+                return await self._open_dm_for_user(target)
+            return target
+
+        if target.startswith("#"):
+            return await self._resolve_channel_name(target[1:])
+        if target.startswith("@"):
+            return await self._resolve_user_handle(target[1:])
+
+        try:
+            return await self._resolve_channel_name(target)
+        except ValueError:
+            return await self._resolve_user_handle(target)
+
+    async def _resolve_channel_name(self, name: str) -> str:
+        normalized = self._normalize_target_name(name)
+        if not normalized:
+            raise ValueError("Slack target channel name is empty")
+
+        cache_key = f"channel:{normalized}"
+        if cache_key in self._target_cache:
+            return self._target_cache[cache_key]
+
+        cursor: str | None = None
+        while True:
+            response = await self._web_client.conversations_list(
+                types="public_channel,private_channel",
+                exclude_archived=True,
+                limit=200,
+                cursor=cursor,
+            )
+            for channel in response.get("channels", []):
+                if self._normalize_target_name(str(channel.get("name") or "")) == normalized:
+                    channel_id = str(channel.get("id") or "")
+                    if channel_id:
+                        self._target_cache[cache_key] = channel_id
+                        return channel_id
+            cursor = ((response.get("response_metadata") or {}).get("next_cursor") or "").strip()
+            if not cursor:
+                break
+
+        raise ValueError(
+            f"Slack channel '{name}' was not found. Use a joined channel name like "
+            f"'#general' or a concrete channel ID."
+        )
+
+    async def _resolve_user_handle(self, handle: str) -> str:
+        normalized = self._normalize_target_name(handle)
+        if not normalized:
+            raise ValueError("Slack target user handle is empty")
+
+        cache_key = f"user:{normalized}"
+        if cache_key in self._target_cache:
+            return self._target_cache[cache_key]
+
+        cursor: str | None = None
+        while True:
+            response = await self._web_client.users_list(limit=200, cursor=cursor)
+            for member in response.get("members", []):
+                if self._member_matches_handle(member, normalized):
+                    user_id = str(member.get("id") or "")
+                    if not user_id:
+                        continue
+                    dm_id = await self._open_dm_for_user(user_id)
+                    self._target_cache[cache_key] = dm_id
+                    return dm_id
+            cursor = ((response.get("response_metadata") or {}).get("next_cursor") or "").strip()
+            if not cursor:
+                break
+
+        raise ValueError(
+            f"Slack user '{handle}' was not found. Use '@name' or a concrete DM/channel ID."
+        )
+
+    async def _open_dm_for_user(self, user_id: str) -> str:
+        response = await self._web_client.conversations_open(users=user_id)
+        channel_id = str(((response.get("channel") or {}).get("id")) or "")
+        if not channel_id:
+            raise ValueError(f"Slack DM target for user '{user_id}' could not be opened.")
+        return channel_id
+
+    @staticmethod
+    def _normalize_target_name(value: str) -> str:
+        return value.strip().lstrip("#@").lower()
+
+    @classmethod
+    def _member_matches_handle(cls, member: dict[str, Any], normalized: str) -> bool:
+        profile = member.get("profile") or {}
+        candidates = {
+            str(member.get("name") or ""),
+            str(profile.get("display_name") or ""),
+            str(profile.get("display_name_normalized") or ""),
+            str(profile.get("real_name") or ""),
+            str(profile.get("real_name_normalized") or ""),
+        }
+        return normalized in {cls._normalize_target_name(candidate) for candidate in candidates if candidate}
+
     async def _on_socket_request(
         self,
         client: SocketModeClient,

nanobot/channels/telegram.py

@@ -166,6 +166,7 @@ def _markdown_to_telegram_html(text: str) -> str:
 
 _SEND_MAX_RETRIES = 3
 _SEND_RETRY_BASE_DELAY = 0.5  # seconds, doubled each retry
+_STREAM_EDIT_INTERVAL_DEFAULT = 0.6  # min seconds between edit_message_text calls
 
 
 @dataclass
@@ -190,6 +191,7 @@ class TelegramConfig(Base):
     connection_pool_size: int = 32
     pool_timeout: float = 5.0
     streaming: bool = True
+    stream_edit_interval: float = Field(default=_STREAM_EDIT_INTERVAL_DEFAULT, ge=0.1)
 
 
 class TelegramChannel(BaseChannel):
@@ -219,8 +221,6 @@ class TelegramChannel(BaseChannel):
     def default_config(cls) -> dict[str, Any]:
         return TelegramConfig().model_dump(by_alias=True)
 
-    _STREAM_EDIT_INTERVAL = 0.6  # min seconds between edit_message_text calls
-
     def __init__(self, config: Any, bus: MessageBus):
         if isinstance(config, dict):
             config = TelegramConfig.model_validate(config)
@@ -316,10 +316,10 @@ class TelegramChannel(BaseChannel):
         )
         self._app.add_handler(MessageHandler(filters.Regex(r"^/help(?:@\w+)?$"), self._on_help))
 
-        # Add message handler for text, photos, voice, documents
+        # Add message handler for text, photos, voice, documents, and locations
         self._app.add_handler(
             MessageHandler(
-                (filters.TEXT | filters.PHOTO | filters.VOICE | filters.AUDIO | filters.Document.ALL)
+                (filters.TEXT | filters.PHOTO | filters.VOICE | filters.AUDIO | filters.Document.ALL | filters.LOCATION)
                 & ~filters.COMMAND,
                 self._on_message
             )
@@ -520,7 +520,10 @@ class TelegramChannel(BaseChannel):
                 reply_parameters=reply_params,
                 **(thread_kwargs or {}),
             )
-        except Exception as e:
+        except BadRequest as e:
+            # Only fall back to plain text on actual HTML parse/format errors.
+            # Network errors (TimedOut, NetworkError) should propagate immediately
+            # to avoid doubling connection demand during pool exhaustion.
             logger.warning("HTML parse failed, falling back to plain text: {}", e)
             try:
                 await self._call_with_retry(
@@ -567,7 +570,10 @@ class TelegramChannel(BaseChannel):
                     chat_id=int_chat_id, message_id=buf.message_id,
                     text=html, parse_mode="HTML",
                 )
-            except Exception as e:
+            except BadRequest as e:
+                # Only fall back to plain text on actual HTML parse/format errors.
+                # Network errors (TimedOut, NetworkError) should propagate immediately
+                # to avoid doubling connection demand during pool exhaustion.
                 if self._is_not_modified_error(e):
                     logger.debug("Final stream edit already applied for {}", chat_id)
                     self._stream_bufs.pop(chat_id, None)
@@ -619,7 +625,7 @@ class TelegramChannel(BaseChannel):
             except Exception as e:
                 logger.warning("Stream initial send failed: {}", e)
                 raise  # Let ChannelManager handle retry
-        elif (now - buf.last_edit) >= self._STREAM_EDIT_INTERVAL:
+        elif (now - buf.last_edit) >= self.config.stream_edit_interval:
             try:
                 await self._call_with_retry(
                     self._app.bot.edit_message_text,
@@ -884,6 +890,12 @@ class TelegramChannel(BaseChannel):
         if message.caption:
             content_parts.append(message.caption)
 
+        # Location content
+        if message.location:
+            lat = message.location.latitude
+            lon = message.location.longitude
+            content_parts.append(f"[location: {lat}, {lon}]")
+
         # Download current message media
         current_media_paths, current_media_parts = await self._download_message_media(
             message, add_failure_content=True

nanobot/channels/websocket.py

@@ -0,0 +1,457 @@
+"""WebSocket server channel: nanobot acts as a WebSocket server and serves connected clients."""
+
+from __future__ import annotations
+
+import asyncio
+import email.utils
+import hmac
+import http
+import json
+import secrets
+import ssl
+import time
+import uuid
+from typing import Any, Self
+from urllib.parse import parse_qs, urlparse
+
+from loguru import logger
+from pydantic import Field, field_validator, model_validator
+from websockets.asyncio.server import ServerConnection, serve
+from websockets.datastructures import Headers
+from websockets.exceptions import ConnectionClosed
+from websockets.http11 import Request as WsRequest, Response
+
+from nanobot.bus.events import OutboundMessage
+from nanobot.bus.queue import MessageBus
+from nanobot.channels.base import BaseChannel
+from nanobot.config.schema import Base
+
+
+def _strip_trailing_slash(path: str) -> str:
+    if len(path) > 1 and path.endswith("/"):
+        return path.rstrip("/")
+    return path or "/"
+
+
+def _normalize_config_path(path: str) -> str:
+    return _strip_trailing_slash(path)
+
+
+class WebSocketConfig(Base):
+    """WebSocket server channel configuration.
+
+    Clients connect with URLs like ``ws://{host}:{port}{path}?client_id=...&token=...``.
+    - ``client_id``: Used for ``allow_from`` authorization; if omitted, a value is generated and logged.
+    - ``token``: If non-empty, the ``token`` query param may match this static secret; short-lived tokens
+      from ``token_issue_path`` are also accepted.
+    - ``token_issue_path``: If non-empty, **GET** (HTTP/1.1) to this path returns JSON
+      ``{"token": "...", "expires_in": <seconds>}``; use ``?token=...`` when opening the WebSocket.
+      Must differ from ``path`` (the WS upgrade path). If the client runs in the **same process** as
+      nanobot and shares the asyncio loop, use a thread or async HTTP client for GET—do not call
+      blocking ``urllib`` or synchronous ``httpx`` from inside a coroutine.
+    - ``token_issue_secret``: If non-empty, token requests must send ``Authorization: Bearer <secret>`` or
+      ``X-Nanobot-Auth: <secret>``.
+    - ``websocket_requires_token``: If True, the handshake must include a valid token (static or issued and not expired).
+    - Each connection has its own session: a unique ``chat_id`` maps to the agent session internally.
+    - ``media`` field in outbound messages contains local filesystem paths; remote clients need a
+      shared filesystem or an HTTP file server to access these files.
+    """
+
+    enabled: bool = False
+    host: str = "127.0.0.1"
+    port: int = 8765
+    path: str = "/"
+    token: str = ""
+    token_issue_path: str = ""
+    token_issue_secret: str = ""
+    token_ttl_s: int = Field(default=300, ge=30, le=86_400)
+    websocket_requires_token: bool = True
+    allow_from: list[str] = Field(default_factory=lambda: ["*"])
+    streaming: bool = True
+    max_message_bytes: int = Field(default=1_048_576, ge=1024, le=16_777_216)
+    ping_interval_s: float = Field(default=20.0, ge=5.0, le=300.0)
+    ping_timeout_s: float = Field(default=20.0, ge=5.0, le=300.0)
+    ssl_certfile: str = ""
+    ssl_keyfile: str = ""
+
+    @field_validator("path")
+    @classmethod
+    def path_must_start_with_slash(cls, value: str) -> str:
+        if not value.startswith("/"):
+            raise ValueError('path must start with "/"')
+        return _normalize_config_path(value)
+
+    @field_validator("token_issue_path")
+    @classmethod
+    def token_issue_path_format(cls, value: str) -> str:
+        value = value.strip()
+        if not value:
+            return ""
+        if not value.startswith("/"):
+            raise ValueError('token_issue_path must start with "/"')
+        return _normalize_config_path(value)
+
+    @model_validator(mode="after")
+    def token_issue_path_differs_from_ws_path(self) -> Self:
+        if not self.token_issue_path:
+            return self
+        if _normalize_config_path(self.token_issue_path) == _normalize_config_path(self.path):
+            raise ValueError("token_issue_path must differ from path (the WebSocket upgrade path)")
+        return self
+
+
+def _http_json_response(data: dict[str, Any], *, status: int = 200) -> Response:
+    body = json.dumps(data, ensure_ascii=False).encode("utf-8")
+    headers = Headers(
+        [
+            ("Date", email.utils.formatdate(usegmt=True)),
+            ("Connection", "close"),
+            ("Content-Length", str(len(body))),
+            ("Content-Type", "application/json; charset=utf-8"),
+        ]
+    )
+    reason = http.HTTPStatus(status).phrase
+    return Response(status, reason, headers, body)
+
+
+def _parse_request_path(path_with_query: str) -> tuple[str, dict[str, list[str]]]:
+    """Parse normalized path and query parameters in one pass."""
+    parsed = urlparse("ws://x" + path_with_query)
+    path = _strip_trailing_slash(parsed.path or "/")
+    return path, parse_qs(parsed.query)
+
+
+def _normalize_http_path(path_with_query: str) -> str:
+    """Return the path component (no query string), with trailing slash normalized (root stays ``/``)."""
+    return _parse_request_path(path_with_query)[0]
+
+
+def _parse_query(path_with_query: str) -> dict[str, list[str]]:
+    return _parse_request_path(path_with_query)[1]
+
+
+def _query_first(query: dict[str, list[str]], key: str) -> str | None:
+    """Return the first value for *key*, or None."""
+    values = query.get(key)
+    return values[0] if values else None
+
+
+def _parse_inbound_payload(raw: str) -> str | None:
+    """Parse a client frame into text; return None for empty or unrecognized content."""
+    text = raw.strip()
+    if not text:
+        return None
+    if text.startswith("{"):
+        try:
+            data = json.loads(text)
+        except json.JSONDecodeError:
+            return text
+        if isinstance(data, dict):
+            for key in ("content", "text", "message"):
+                value = data.get(key)
+                if isinstance(value, str) and value.strip():
+                    return value
+            return None
+        return None
+    return text
+
+
+def _issue_route_secret_matches(headers: Any, configured_secret: str) -> bool:
+    """Return True if the token-issue HTTP request carries credentials matching ``token_issue_secret``."""
+    if not configured_secret:
+        return True
+    authorization = headers.get("Authorization") or headers.get("authorization")
+    if authorization and authorization.lower().startswith("bearer "):
+        supplied = authorization[7:].strip()
+        return hmac.compare_digest(supplied, configured_secret)
+    header_token = headers.get("X-Nanobot-Auth") or headers.get("x-nanobot-auth")
+    if not header_token:
+        return False
+    return hmac.compare_digest(header_token.strip(), configured_secret)
+
+
+class WebSocketChannel(BaseChannel):
+    """Run a local WebSocket server; forward text/JSON messages to the message bus."""
+
+    name = "websocket"
+    display_name = "WebSocket"
+
+    def __init__(self, config: Any, bus: MessageBus):
+        if isinstance(config, dict):
+            config = WebSocketConfig.model_validate(config)
+        super().__init__(config, bus)
+        self.config: WebSocketConfig = config
+        self._connections: dict[str, Any] = {}
+        self._issued_tokens: dict[str, float] = {}
+        self._stop_event: asyncio.Event | None = None
+        self._server_task: asyncio.Task[None] | None = None
+
+    @classmethod
+    def default_config(cls) -> dict[str, Any]:
+        return WebSocketConfig().model_dump(by_alias=True)
+
+    def _expected_path(self) -> str:
+        return _normalize_config_path(self.config.path)
+
+    def _build_ssl_context(self) -> ssl.SSLContext | None:
+        cert = self.config.ssl_certfile.strip()
+        key = self.config.ssl_keyfile.strip()
+        if not cert and not key:
+            return None
+        if not cert or not key:
+            raise ValueError(
+                "websocket: ssl_certfile and ssl_keyfile must both be set for WSS, or both left empty"
+            )
+        ctx = ssl.SSLContext(ssl.PROTOCOL_TLS_SERVER)
+        ctx.minimum_version = ssl.TLSVersion.TLSv1_2
+        ctx.load_cert_chain(certfile=cert, keyfile=key)
+        return ctx
+
+    _MAX_ISSUED_TOKENS = 10_000
+
+    def _purge_expired_issued_tokens(self) -> None:
+        now = time.monotonic()
+        for token_key, expiry in list(self._issued_tokens.items()):
+            if now > expiry:
+                self._issued_tokens.pop(token_key, None)
+
+    def _take_issued_token_if_valid(self, token_value: str | None) -> bool:
+        """Validate and consume one issued token (single use per connection attempt).
+
+        Uses single-step pop to minimize the window between lookup and removal;
+        safe under asyncio's single-threaded cooperative model.
+        """
+        if not token_value:
+            return False
+        self._purge_expired_issued_tokens()
+        expiry = self._issued_tokens.pop(token_value, None)
+        if expiry is None:
+            return False
+        if time.monotonic() > expiry:
+            return False
+        return True
+
+    def _handle_token_issue_http(self, connection: Any, request: Any) -> Any:
+        secret = self.config.token_issue_secret.strip()
+        if secret:
+            if not _issue_route_secret_matches(request.headers, secret):
+                return connection.respond(401, "Unauthorized")
+        else:
+            logger.warning(
+                "websocket: token_issue_path is set but token_issue_secret is empty; "
+                "any client can obtain connection tokens — set token_issue_secret for production."
+            )
+        self._purge_expired_issued_tokens()
+        if len(self._issued_tokens) >= self._MAX_ISSUED_TOKENS:
+            logger.error(
+                "websocket: too many outstanding issued tokens ({}), rejecting issuance",
+                len(self._issued_tokens),
+            )
+            return _http_json_response({"error": "too many outstanding tokens"}, status=429)
+        token_value = f"nbwt_{secrets.token_urlsafe(32)}"
+        self._issued_tokens[token_value] = time.monotonic() + float(self.config.token_ttl_s)
+
+        return _http_json_response(
+            {"token": token_value, "expires_in": self.config.token_ttl_s}
+        )
+
+    def _authorize_websocket_handshake(self, connection: Any, query: dict[str, list[str]]) -> Any:
+        supplied = _query_first(query, "token")
+        static_token = self.config.token.strip()
+
+        if static_token:
+            if supplied and hmac.compare_digest(supplied, static_token):
+                return None
+            if supplied and self._take_issued_token_if_valid(supplied):
+                return None
+            return connection.respond(401, "Unauthorized")
+
+        if self.config.websocket_requires_token:
+            if supplied and self._take_issued_token_if_valid(supplied):
+                return None
+            return connection.respond(401, "Unauthorized")
+
+        if supplied:
+            self._take_issued_token_if_valid(supplied)
+        return None
+
+    async def start(self) -> None:
+        self._running = True
+        self._stop_event = asyncio.Event()
+
+        ssl_context = self._build_ssl_context()
+        scheme = "wss" if ssl_context else "ws"
+
+        async def process_request(
+            connection: ServerConnection,
+            request: WsRequest,
+        ) -> Any:
+            got, _ = _parse_request_path(request.path)
+            if self.config.token_issue_path:
+                issue_expected = _normalize_config_path(self.config.token_issue_path)
+                if got == issue_expected:
+                    return self._handle_token_issue_http(connection, request)
+
+            expected_ws = self._expected_path()
+            if got != expected_ws:
+                return connection.respond(404, "Not Found")
+            # Early reject before WebSocket upgrade to avoid unnecessary overhead;
+            # _handle_message() performs a second check as defense-in-depth.
+            query = _parse_query(request.path)
+            client_id = _query_first(query, "client_id") or ""
+            if len(client_id) > 128:
+                client_id = client_id[:128]
+            if not self.is_allowed(client_id):
+                return connection.respond(403, "Forbidden")
+            return self._authorize_websocket_handshake(connection, query)
+
+        async def handler(connection: ServerConnection) -> None:
+            await self._connection_loop(connection)
+
+        logger.info(
+            "WebSocket server listening on {}://{}:{}{}",
+            scheme,
+            self.config.host,
+            self.config.port,
+            self.config.path,
+        )
+        if self.config.token_issue_path:
+            logger.info(
+                "WebSocket token issue route: {}://{}:{}{}",
+                scheme,
+                self.config.host,
+                self.config.port,
+                _normalize_config_path(self.config.token_issue_path),
+            )
+
+        async def runner() -> None:
+            async with serve(
+                handler,
+                self.config.host,
+                self.config.port,
+                process_request=process_request,
+                max_size=self.config.max_message_bytes,
+                ping_interval=self.config.ping_interval_s,
+                ping_timeout=self.config.ping_timeout_s,
+                ssl=ssl_context,
+            ):
+                assert self._stop_event is not None
+                await self._stop_event.wait()
+
+        self._server_task = asyncio.create_task(runner())
+        await self._server_task
+
+    async def _connection_loop(self, connection: Any) -> None:
+        request = connection.request
+        path_part = request.path if request else "/"
+        _, query = _parse_request_path(path_part)
+        client_id_raw = _query_first(query, "client_id")
+        client_id = client_id_raw.strip() if client_id_raw else ""
+        if not client_id:
+            client_id = f"anon-{uuid.uuid4().hex[:12]}"
+        elif len(client_id) > 128:
+            logger.warning("websocket: client_id too long ({} chars), truncating", len(client_id))
+            client_id = client_id[:128]
+
+        chat_id = str(uuid.uuid4())
+
+        try:
+            await connection.send(
+                json.dumps(
+                    {
+                        "event": "ready",
+                        "chat_id": chat_id,
+                        "client_id": client_id,
+                    },
+                    ensure_ascii=False,
+                )
+            )
+            # Register only after ready is successfully sent to avoid out-of-order sends
+            self._connections[chat_id] = connection
+
+            async for raw in connection:
+                if isinstance(raw, bytes):
+                    try:
+                        raw = raw.decode("utf-8")
+                    except UnicodeDecodeError:
+                        logger.warning("websocket: ignoring non-utf8 binary frame")
+                        continue
+                content = _parse_inbound_payload(raw)
+                if content is None:
+                    continue
+                await self._handle_message(
+                    sender_id=client_id,
+                    chat_id=chat_id,
+                    content=content,
+                    metadata={"remote": getattr(connection, "remote_address", None)},
+                )
+        except Exception as e:
+            logger.debug("websocket connection ended: {}", e)
+        finally:
+            self._connections.pop(chat_id, None)
+
+    async def stop(self) -> None:
+        if not self._running:
+            return
+        self._running = False
+        if self._stop_event:
+            self._stop_event.set()
+        if self._server_task:
+            try:
+                await self._server_task
+            except Exception as e:
+                logger.warning("websocket: server task error during shutdown: {}", e)
+            self._server_task = None
+        self._connections.clear()
+        self._issued_tokens.clear()
+
+    async def _safe_send(self, chat_id: str, raw: str, *, label: str = "") -> None:
+        """Send a raw frame, cleaning up dead connections on ConnectionClosed."""
+        connection = self._connections.get(chat_id)
+        if connection is None:
+            return
+        try:
+            await connection.send(raw)
+        except ConnectionClosed:
+            self._connections.pop(chat_id, None)
+            logger.warning("websocket{}connection gone for chat_id={}", label, chat_id)
+        except Exception as e:
+            logger.error("websocket{}send failed: {}", label, e)
+            raise
+
+    async def send(self, msg: OutboundMessage) -> None:
+        connection = self._connections.get(msg.chat_id)
+        if connection is None:
+            logger.warning("websocket: no active connection for chat_id={}", msg.chat_id)
+            return
+        payload: dict[str, Any] = {
+            "event": "message",
+            "text": msg.content,
+        }
+        if msg.media:
+            payload["media"] = msg.media
+        if msg.reply_to:
+            payload["reply_to"] = msg.reply_to
+        raw = json.dumps(payload, ensure_ascii=False)
+        await self._safe_send(msg.chat_id, raw, label=" ")
+
+    async def send_delta(
+        self,
+        chat_id: str,
+        delta: str,
+        metadata: dict[str, Any] | None = None,
+    ) -> None:
+        if self._connections.get(chat_id) is None:
+            return
+        meta = metadata or {}
+        if meta.get("_stream_end"):
+            body: dict[str, Any] = {"event": "stream_end"}
+        else:
+            body = {
+                "event": "delta",
+                "text": delta,
+            }
+        if meta.get("_stream_id") is not None:
+            body["stream_id"] = meta["_stream_id"]
+        raw = json.dumps(body, ensure_ascii=False)
+        await self._safe_send(chat_id, raw, label=" stream ")

nanobot/channels/wecom.py

@@ -1,9 +1,13 @@
 """WeCom (Enterprise WeChat) channel implementation using wecom_aibot_sdk."""
 
 import asyncio
+import base64
+import hashlib
 import importlib.util
 import os
+import re
 from collections import OrderedDict
+from pathlib import Path
 from typing import Any
 
 from loguru import logger
@@ -17,6 +21,37 @@ from pydantic import Field
 
 WECOM_AVAILABLE = importlib.util.find_spec("wecom_aibot_sdk") is not None
 
+# Upload safety limits (matching QQ channel defaults)
+WECOM_UPLOAD_MAX_BYTES = 1024 * 1024 * 200  # 200MB
+
+# Replace unsafe characters with "_", keep Chinese and common safe punctuation.
+_SAFE_NAME_RE = re.compile(r"[^\w.\-()\[\]（）【】\u4e00-\u9fff]+", re.UNICODE)
+
+
+def _sanitize_filename(name: str) -> str:
+    """Sanitize filename to avoid traversal and problematic chars."""
+    name = (name or "").strip()
+    name = Path(name).name
+    name = _SAFE_NAME_RE.sub("_", name).strip("._ ")
+    return name
+
+
+_IMAGE_EXTS = {".jpg", ".jpeg", ".png", ".gif", ".webp", ".bmp"}
+_VIDEO_EXTS = {".mp4", ".avi", ".mov"}
+_AUDIO_EXTS = {".amr", ".mp3", ".wav", ".ogg"}
+
+
+def _guess_wecom_media_type(filename: str) -> str:
+    """Classify file extension as WeCom media_type string."""
+    ext = Path(filename).suffix.lower()
+    if ext in _IMAGE_EXTS:
+        return "image"
+    if ext in _VIDEO_EXTS:
+        return "video"
+    if ext in _AUDIO_EXTS:
+        return "voice"
+    return "file"
+
 class WecomConfig(Base):
     """WeCom (Enterprise WeChat) AI Bot channel configuration."""
 
@@ -217,6 +252,7 @@ class WecomChannel(BaseChannel):
             chat_id = body.get("chatid", sender_id)
 
             content_parts = []
+            media_paths: list[str] = []
 
             if msg_type == "text":
                 text = body.get("text", {}).get("content", "")
@@ -232,7 +268,8 @@ class WecomChannel(BaseChannel):
                     file_path = await self._download_and_save_media(file_url, aes_key, "image")
                     if file_path:
                         filename = os.path.basename(file_path)
-                        content_parts.append(f"[image: {filename}]\n[Image: source: {file_path}]")
+                        content_parts.append(f"[image: {filename}]")
+                        media_paths.append(file_path)
                     else:
                         content_parts.append("[image: download failed]")
                 else:
@@ -256,7 +293,8 @@ class WecomChannel(BaseChannel):
                 if file_url and aes_key:
                     file_path = await self._download_and_save_media(file_url, aes_key, "file", file_name)
                     if file_path:
-                        content_parts.append(f"[file: {file_name}]\n[File: source: {file_path}]")
+                        content_parts.append(f"[file: {file_name}]")
+                        media_paths.append(file_path)
                     else:
                         content_parts.append(f"[file: {file_name}: download failed]")
                 else:
@@ -286,12 +324,11 @@ class WecomChannel(BaseChannel):
             self._chat_frames[chat_id] = frame
 
             # Forward to message bus
-            # Note: media paths are included in content for broader model compatibility
             await self._handle_message(
                 sender_id=sender_id,
                 chat_id=chat_id,
                 content=content,
-                media=None,
+                media=media_paths or None,
                 metadata={
                     "message_id": msg_id,
                     "msg_type": msg_type,
@@ -322,13 +359,21 @@ class WecomChannel(BaseChannel):
                 logger.warning("Failed to download media from WeCom")
                 return None
 
+            if len(data) > WECOM_UPLOAD_MAX_BYTES:
+                logger.warning(
+                    "WeCom inbound media too large: {} bytes (max {})",
+                    len(data),
+                    WECOM_UPLOAD_MAX_BYTES,
+                )
+                return None
+
             media_dir = get_media_dir("wecom")
             if not filename:
                 filename = fname or f"{media_type}_{hash(file_url) % 100000}"
-            filename = os.path.basename(filename)
+            filename = _sanitize_filename(filename)
 
             file_path = media_dir / filename
-            file_path.write_bytes(data)
+            await asyncio.to_thread(file_path.write_bytes, data)
             logger.debug("Downloaded {} to {}", media_type, file_path)
             return str(file_path)
 
@@ -336,6 +381,100 @@ class WecomChannel(BaseChannel):
             logger.error("Error downloading media: {}", e)
             return None
 
+    async def _upload_media_ws(
+        self, client: Any, file_path: str,
+    ) -> "tuple[str, str] | tuple[None, None]":
+        """Upload a local file to WeCom via WebSocket 3-step protocol (base64).
+
+        Uses the WeCom WebSocket upload commands directly via
+        ``client._ws_manager.send_reply()``:
+
+          ``aibot_upload_media_init``   → upload_id
+          ``aibot_upload_media_chunk`` × N  (≤512 KB raw per chunk, base64)
+          ``aibot_upload_media_finish`` → media_id
+
+        Returns (media_id, media_type) on success, (None, None) on failure.
+        """
+        from wecom_aibot_sdk.utils import generate_req_id as _gen_req_id
+
+        try:
+            fname = os.path.basename(file_path)
+            media_type = _guess_wecom_media_type(fname)
+
+            # Read file size and data in a thread to avoid blocking the event loop
+            def _read_file():
+                file_size = os.path.getsize(file_path)
+                if file_size > WECOM_UPLOAD_MAX_BYTES:
+                    raise ValueError(
+                        f"File too large: {file_size} bytes (max {WECOM_UPLOAD_MAX_BYTES})"
+                    )
+                with open(file_path, "rb") as f:
+                    return file_size, f.read()
+
+            file_size, data = await asyncio.to_thread(_read_file)
+            # MD5 is used for file integrity only, not cryptographic security
+            md5_hash = hashlib.md5(data).hexdigest()
+
+            CHUNK_SIZE = 512 * 1024  # 512 KB raw (before base64)
+            mv = memoryview(data)
+            chunk_list = [bytes(mv[i : i + CHUNK_SIZE]) for i in range(0, file_size, CHUNK_SIZE)]
+            n_chunks = len(chunk_list)
+            del mv, data
+
+            # Step 1: init
+            req_id = _gen_req_id("upload_init")
+            resp = await client._ws_manager.send_reply(req_id, {
+                "type": media_type,
+                "filename": fname,
+                "total_size": file_size,
+                "total_chunks": n_chunks,
+                "md5": md5_hash,
+            }, "aibot_upload_media_init")
+            if resp.errcode != 0:
+                logger.warning("WeCom upload init failed ({}): {}", resp.errcode, resp.errmsg)
+                return None, None
+            upload_id = resp.body.get("upload_id") if resp.body else None
+            if not upload_id:
+                logger.warning("WeCom upload init: no upload_id in response")
+                return None, None
+
+            # Step 2: send chunks
+            for i, chunk in enumerate(chunk_list):
+                req_id = _gen_req_id("upload_chunk")
+                resp = await client._ws_manager.send_reply(req_id, {
+                    "upload_id": upload_id,
+                    "chunk_index": i,
+                    "base64_data": base64.b64encode(chunk).decode(),
+                }, "aibot_upload_media_chunk")
+                if resp.errcode != 0:
+                    logger.warning("WeCom upload chunk {} failed ({}): {}", i, resp.errcode, resp.errmsg)
+                    return None, None
+
+            # Step 3: finish
+            req_id = _gen_req_id("upload_finish")
+            resp = await client._ws_manager.send_reply(req_id, {
+                "upload_id": upload_id,
+            }, "aibot_upload_media_finish")
+            if resp.errcode != 0:
+                logger.warning("WeCom upload finish failed ({}): {}", resp.errcode, resp.errmsg)
+                return None, None
+
+            media_id = resp.body.get("media_id") if resp.body else None
+            if not media_id:
+                logger.warning("WeCom upload finish: no media_id in response body={}", resp.body)
+                return None, None
+
+            suffix = "..." if len(media_id) > 16 else ""
+            logger.debug("WeCom uploaded {} ({}) → media_id={}", fname, media_type, media_id[:16] + suffix)
+            return media_id, media_type
+
+        except ValueError as e:
+            logger.warning("WeCom upload skipped for {}: {}", file_path, e)
+            return None, None
+        except Exception as e:
+            logger.error("WeCom _upload_media_ws error for {}: {}", file_path, e)
+            return None, None
+
     async def send(self, msg: OutboundMessage) -> None:
         """Send a message through WeCom."""
         if not self._client:
@@ -343,29 +482,59 @@ class WecomChannel(BaseChannel):
             return
 
         try:
-            content = msg.content.strip()
-            if not content:
-                return
+            content = (msg.content or "").strip()
+            is_progress = bool(msg.metadata.get("_progress"))
 
             # Get the stored frame for this chat
             frame = self._chat_frames.get(msg.chat_id)
-            if not frame:
-                logger.warning("No frame found for chat {}, cannot reply", msg.chat_id)
+
+            # Send media files via WebSocket upload
+            for file_path in msg.media or []:
+                if not os.path.isfile(file_path):
+                    logger.warning("WeCom media file not found: {}", file_path)
+                    continue
+                media_id, media_type = await self._upload_media_ws(self._client, file_path)
+                if media_id:
+                    if frame:
+                        await self._client.reply(frame, {
+                            "msgtype": media_type,
+                            media_type: {"media_id": media_id},
+                        })
+                    else:
+                        await self._client.send_message(msg.chat_id, {
+                            "msgtype": media_type,
+                            media_type: {"media_id": media_id},
+                        })
+                    logger.debug("WeCom sent {} → {}", media_type, msg.chat_id)
+                else:
+                    content += f"\n[file upload failed: {os.path.basename(file_path)}]"
+
+            if not content:
                 return
 
-            # Use streaming reply for better UX
-            stream_id = self._generate_req_id("stream")
+            if frame:
+                # Both progress and final messages must use reply_stream (cmd="aibot_respond_msg").
+                # The plain reply() uses cmd="reply" which does not support "text" msgtype
+                # and causes errcode=40008 from WeCom API.
+                stream_id = self._generate_req_id("stream")
+                await self._client.reply_stream(
+                    frame,
+                    stream_id,
+                    content,
+                    finish=not is_progress,
+                )
+                logger.debug(
+                    "WeCom {} sent to {}",
+                    "progress" if is_progress else "message",
+                    msg.chat_id,
+                )
+            else:
+                # No frame (e.g. cron push): proactive send only supports markdown
+                await self._client.send_message(msg.chat_id, {
+                    "msgtype": "markdown",
+                    "markdown": {"content": content},
+                })
+                logger.info("WeCom proactive send to {}", msg.chat_id)
 
-            # Send as streaming message with finish=True
-            await self._client.reply_stream(
-                frame,
-                stream_id,
-                content,
-                finish=True,
-            )
-
-            logger.debug("WeCom message sent to {}", msg.chat_id)
-
-        except Exception as e:
-            logger.error("Error sending WeCom message: {}", e)
-            raise
+        except Exception:
+            logger.exception("Error sending WeCom message to chat_id={}", msg.chat_id)

nanobot/channels/weixin.py

@@ -985,7 +985,43 @@ class WeixinChannel(BaseChannel):
             for media_path in (msg.media or []):
                 try:
                     await self._send_media_file(msg.chat_id, media_path, ctx_token)
+                except (httpx.TimeoutException, httpx.TransportError) as net_err:
+                    # Network/transport errors: do NOT fall back to text —
+                    # the text send would also likely fail, and the outer
+                    # except will re-raise so ChannelManager retries properly.
+                    logger.error(
+                        "Network error sending WeChat media {}: {}",
+                        media_path,
+                        net_err,
+                    )
+                    raise
+                except httpx.HTTPStatusError as http_err:
+                    status_code = (
+                        http_err.response.status_code
+                        if http_err.response is not None
+                        else 0
+                    )
+                    if status_code >= 500:
+                        # Server-side / retryable HTTP error — same as network.
+                        logger.error(
+                            "Server error ({} {}) sending WeChat media {}: {}",
+                            status_code,
+                            http_err.response.reason_phrase
+                            if http_err.response is not None
+                            else "",
+                            media_path,
+                            http_err,
+                        )
+                        raise
+                    # 4xx client errors are NOT retryable — fall back to text.
+                    filename = Path(media_path).name
+                    logger.error("Failed to send WeChat media {}: {}", media_path, http_err)
+                    await self._send_text(
+                        msg.chat_id, f"[Failed to send: {filename}]", ctx_token,
+                    )
                 except Exception as e:
+                    # Non-network errors (format, file-not-found, etc.):
+                    # notify the user via text fallback.
                     filename = Path(media_path).name
                     logger.error("Failed to send WeChat media {}: {}", media_path, e)
                     # Notify user about failure via text

nanobot/cli/commands.py

@@ -590,6 +590,9 @@ def serve(
         mcp_servers=runtime_config.tools.mcp_servers,
         channels_config=runtime_config.channels,
         timezone=runtime_config.agents.defaults.timezone,
+        unified_session=runtime_config.agents.defaults.unified_session,
+        disabled_skills=runtime_config.agents.defaults.disabled_skills,
+        session_ttl_minutes=runtime_config.agents.defaults.session_ttl_minutes,
     )
 
     model_name = runtime_config.agents.defaults.model
@@ -681,6 +684,9 @@ def gateway(
         mcp_servers=config.tools.mcp_servers,
         channels_config=config.channels,
         timezone=config.agents.defaults.timezone,
+        unified_session=config.agents.defaults.unified_session,
+        disabled_skills=config.agents.defaults.disabled_skills,
+        session_ttl_minutes=config.agents.defaults.session_ttl_minutes,
     )
 
     # Set cron callback (needs agent)
@@ -815,6 +821,48 @@ def gateway(
 
     console.print(f"[green]✓[/green] Heartbeat: every {hb_cfg.interval_s}s")
 
+    async def _health_server(host: str, health_port: int):
+        """Lightweight HTTP health endpoint on the gateway port."""
+        import json as _json
+
+        async def handle(reader, writer):
+            try:
+                data = await asyncio.wait_for(reader.read(4096), timeout=5)
+            except (asyncio.TimeoutError, ConnectionError):
+                writer.close()
+                return
+
+            request_line = data.split(b"\r\n", 1)[0].decode("utf-8", errors="replace")
+            method, path = "", ""
+            parts = request_line.split(" ")
+            if len(parts) >= 2:
+                method, path = parts[0], parts[1]
+
+            if method == "GET" and path == "/health":
+                body = _json.dumps({"status": "ok"})
+                resp = (
+                    f"HTTP/1.0 200 OK\r\n"
+                    f"Content-Type: application/json\r\n"
+                    f"Content-Length: {len(body)}\r\n"
+                    f"\r\n{body}"
+                )
+            else:
+                body = "Not Found"
+                resp = (
+                    f"HTTP/1.0 404 Not Found\r\n"
+                    f"Content-Type: text/plain\r\n"
+                    f"Content-Length: {len(body)}\r\n"
+                    f"\r\n{body}"
+                )
+
+            writer.write(resp.encode())
+            await writer.drain()
+            writer.close()
+
+        server = await asyncio.start_server(handle, host, health_port)
+        console.print(f"[green]✓[/green] Health endpoint: http://{host}:{health_port}/health")
+        async with server:
+            await server.serve_forever()
     # Register Dream system job (always-on, idempotent on restart)
     dream_cfg = config.agents.defaults.dream
     if dream_cfg.model_override:
@@ -837,6 +885,7 @@ def gateway(
             await asyncio.gather(
                 agent.run(),
                 channels.start_all(),
+                _health_server(config.gateway.host, port),
             )
         except KeyboardInterrupt:
             console.print("\nShutting down...")
@@ -912,6 +961,9 @@ def agent(
         mcp_servers=config.tools.mcp_servers,
         channels_config=config.channels,
         timezone=config.agents.defaults.timezone,
+        unified_session=config.agents.defaults.unified_session,
+        disabled_skills=config.agents.defaults.disabled_skills,
+        session_ttl_minutes=config.agents.defaults.session_ttl_minutes,
     )
     restart_notice = consume_restart_notice_from_env()
     if restart_notice and should_show_cli_restart_notice(restart_notice, session_id):
@@ -955,7 +1007,7 @@ def agent(
         # Interactive mode — route through bus like other channels
         from nanobot.bus.events import InboundMessage
         _init_prompt_session()
-        console.print(f"{__logo__} Interactive mode (type [bold]exit[/bold] or [bold]Ctrl+C[/bold] to quit)\n")
+        console.print(f"{__logo__} Interactive mode [bold blue]({config.agents.defaults.model})[/bold blue] — type [bold]exit[/bold] or [bold]Ctrl+C[/bold] to quit\n")
 
         if ":" in session_id:
             cli_channel, cli_chat_id = session_id.split(":", 1)
@@ -1116,7 +1168,7 @@ def channels_status(
 
     table = Table(title="Channel Status")
     table.add_column("Channel", style="cyan")
-    table.add_column("Enabled", style="green")
+    table.add_column("Enabled")
 
     for name, cls in sorted(discover_all().items()):
         section = getattr(config.channels, name, None)
@@ -1251,7 +1303,7 @@ def plugins_list():
     table = Table(title="Channel Plugins")
     table.add_column("Name", style="cyan")
     table.add_column("Source", style="magenta")
-    table.add_column("Enabled", style="green")
+    table.add_column("Enabled")
 
     for name in sorted(all_channels):
         cls = all_channels[name]

nanobot/cli/stream.py

@@ -102,7 +102,7 @@ class StreamRenderer:
             self._live = Live(self._render(), console=c, auto_refresh=False)
             self._live.start()
         now = time.monotonic()
-        if "\n" in delta or (now - self._t) > 0.05:
+        if (now - self._t) > 0.15:
             self._live.update(self._render())
             self._live.refresh()
             self._t = now

nanobot/command/builtin.py

@@ -74,6 +74,12 @@ async def cmd_status(ctx: CommandContext) -> OutboundMessage:
             search_usage_text = usage.format()
     except Exception:
         pass  # Never let usage fetch break /status
+    active_tasks = loop._active_tasks.get(ctx.key, [])
+    task_count = sum(1 for t in active_tasks if not t.done())
+    try:
+        task_count += loop.subagents.get_running_count_by_session(ctx.key)
+    except Exception:
+        pass
     return OutboundMessage(
         channel=ctx.msg.channel,
         chat_id=ctx.msg.chat_id,
@@ -84,6 +90,7 @@ async def cmd_status(ctx: CommandContext) -> OutboundMessage:
             session_msg_count=len(session.get_history(max_messages=0)),
             context_tokens_estimate=ctx_est,
             search_usage_text=search_usage_text,
+            active_task_count=task_count,
         ),
         metadata={**dict(ctx.msg.metadata or {}), "render_as": "text"},
     )

nanobot/config/schema.py

@@ -74,8 +74,16 @@ class AgentDefaults(Base):
     max_tool_iterations: int = 200
     max_tool_result_chars: int = 16_000
     provider_retry_mode: Literal["standard", "persistent"] = "standard"
-    reasoning_effort: str | None = None  # low / medium / high - enables LLM thinking mode
+    reasoning_effort: str | None = None  # low / medium / high / adaptive - enables LLM thinking mode
     timezone: str = "UTC"  # IANA timezone, e.g. "Asia/Shanghai", "America/New_York"
+    unified_session: bool = False  # Share one session across all channels (single-user multi-device)
+    disabled_skills: list[str] = Field(default_factory=list)  # Skill names to exclude from loading (e.g. ["summarize", "skill-creator"])
+    session_ttl_minutes: int = Field(
+        default=0,
+        ge=0,
+        validation_alias=AliasChoices("idleCompactAfterMinutes", "sessionTtlMinutes"),
+        serialization_alias="idleCompactAfterMinutes",
+    )  # Auto-compact idle threshold in minutes (0 = disabled)
     dream: DreamConfig = Field(default_factory=DreamConfig)
 
 
@@ -144,7 +152,7 @@ class ApiConfig(Base):
 class GatewayConfig(Base):
     """Gateway/server configuration."""
 
-    host: str = "0.0.0.0"
+    host: str = "127.0.0.1"  # Safer default: local-only bind.
     port: int = 18790
     heartbeat: HeartbeatConfig = Field(default_factory=HeartbeatConfig)
 
@@ -152,7 +160,7 @@ class GatewayConfig(Base):
 class WebSearchConfig(Base):
     """Web search tool configuration."""
 
-    provider: str = "duckduckgo"  # brave, tavily, duckduckgo, searxng, jina
+    provider: str = "duckduckgo"  # brave, tavily, duckduckgo, searxng, jina, kagi
     api_key: str = ""
     base_url: str = ""  # SearXNG base URL
     max_results: int = 5
@@ -176,6 +184,7 @@ class ExecToolConfig(Base):
     timeout: int = 60
     path_append: str = ""
     sandbox: str = ""  # sandbox backend: "" (none) or "bwrap"
+    allowed_env_keys: list[str] = Field(default_factory=list)  # Env var names to pass through to subprocess (e.g. ["GOPATH", "JAVA_HOME"])
 
 class MCPServerConfig(Base):
     """MCP server connection configuration (stdio or HTTP)."""

nanobot/cron/service.py

@@ -4,10 +4,12 @@ import asyncio
 import json
 import time
 import uuid
+from dataclasses import asdict
 from datetime import datetime
 from pathlib import Path
 from typing import Any, Callable, Coroutine, Literal
 
+from filelock import FileLock
 from loguru import logger
 
 from nanobot.cron.types import CronJob, CronJobState, CronPayload, CronRunRecord, CronSchedule, CronStore
@@ -69,28 +71,26 @@ class CronService:
         self,
         store_path: Path,
         on_job: Callable[[CronJob], Coroutine[Any, Any, str | None]] | None = None,
+        max_sleep_ms: int = 300_000,  # 5 minutes
     ):
         self.store_path = store_path
+        self._action_path = store_path.parent / "action.jsonl"
+        self._lock = FileLock(str(self._action_path.parent) + ".lock")
         self.on_job = on_job
         self._store: CronStore | None = None
-        self._last_mtime: float = 0.0
         self._timer_task: asyncio.Task | None = None
         self._running = False
+        self._timer_active = False
+        self.max_sleep_ms = max_sleep_ms
 
-    def _load_store(self) -> CronStore:
-        """Load jobs from disk. Reloads automatically if file was modified externally."""
-        if self._store and self.store_path.exists():
-            mtime = self.store_path.stat().st_mtime
-            if mtime != self._last_mtime:
-                logger.info("Cron: jobs.json modified externally, reloading")
-                self._store = None
-        if self._store:
-            return self._store
-
+    def _load_jobs(self) -> tuple[list[CronJob], int]:
+        jobs = []
+        version = 1
         if self.store_path.exists():
             try:
                 data = json.loads(self.store_path.read_text(encoding="utf-8"))
                 jobs = []
+                version = data.get("version", 1)
                 for j in data.get("jobs", []):
                     jobs.append(CronJob(
                         id=j["id"],
@@ -129,12 +129,57 @@ class CronService:
                         updated_at_ms=j.get("updatedAtMs", 0),
                         delete_after_run=j.get("deleteAfterRun", False),
                     ))
-                self._store = CronStore(jobs=jobs)
             except Exception as e:
                 logger.warning("Failed to load cron store: {}", e)
-                self._store = CronStore()
-        else:
-            self._store = CronStore()
+        return jobs, version
+
+    def _merge_action(self):
+        if not self._action_path.exists():
+            return
+
+        jobs_map = {j.id: j for j in self._store.jobs}
+        def _update(params: dict):
+            j = CronJob.from_dict(params)
+            jobs_map[j.id] = j
+
+        def _del(params: dict):
+            if job_id := params.get("job_id"):
+                jobs_map.pop(job_id)
+
+        with self._lock:
+            with open(self._action_path, "r", encoding="utf-8") as f:
+                changed = False
+                for line in f:
+                    try:
+                        line = line.strip()
+                        action = json.loads(line)
+                        if "action" not in action:
+                            continue
+                        if action["action"] == "del":
+                            _del(action.get("params", {}))
+                        else:
+                            _update(action.get("params", {}))
+                        changed = True
+                    except Exception as exp:
+                        logger.debug(f"load action line error: {exp}")
+                        continue
+            self._store.jobs = list(jobs_map.values())
+            if self._running and changed:
+                self._action_path.write_text("", encoding="utf-8")
+                self._save_store()
+        return
+
+    def _load_store(self) -> CronStore:
+        """Load jobs from disk. Reloads automatically if file was modified externally.
+        - Reload every time because it needs to merge operations on the jobs object from other instances.
+        - During _on_timer execution, return the existing store to prevent concurrent
+          _load_store calls (e.g. from list_jobs polling) from replacing it mid-execution.
+        """
+        if self._timer_active and self._store:
+            return self._store
+        jobs, version = self._load_jobs()
+        self._store = CronStore(version=version, jobs=jobs)
+        self._merge_action()
 
         return self._store
 
@@ -190,8 +235,7 @@ class CronService:
         }
 
         self.store_path.write_text(json.dumps(data, indent=2, ensure_ascii=False), encoding="utf-8")
-        self._last_mtime = self.store_path.stat().st_mtime
-    
+
     async def start(self) -> None:
         """Start the cron service."""
         self._running = True
@@ -230,11 +274,14 @@ class CronService:
         if self._timer_task:
             self._timer_task.cancel()
 
-        next_wake = self._get_next_wake_ms()
-        if not next_wake or not self._running:
+        if not self._running:
             return
 
-        delay_ms = max(0, next_wake - _now_ms())
+        next_wake = self._get_next_wake_ms()
+        if next_wake is None:
+            delay_ms = self.max_sleep_ms
+        else:
+            delay_ms = min(self.max_sleep_ms, max(0, next_wake - _now_ms()))
         delay_s = delay_ms / 1000
 
         async def tick():
@@ -248,18 +295,23 @@ class CronService:
         """Handle timer tick - run due jobs."""
         self._load_store()
         if not self._store:
+            self._arm_timer()
             return
 
-        now = _now_ms()
-        due_jobs = [
-            j for j in self._store.jobs
-            if j.enabled and j.state.next_run_at_ms and now >= j.state.next_run_at_ms
-        ]
+        self._timer_active = True
+        try:
+            now = _now_ms()
+            due_jobs = [
+                j for j in self._store.jobs
+                if j.enabled and j.state.next_run_at_ms and now >= j.state.next_run_at_ms
+            ]
 
-        for job in due_jobs:
-            await self._execute_job(job)
+            for job in due_jobs:
+                await self._execute_job(job)
 
-        self._save_store()
+            self._save_store()
+        finally:
+            self._timer_active = False
         self._arm_timer()
 
     async def _execute_job(self, job: CronJob) -> None:
@@ -303,6 +355,13 @@ class CronService:
             # Compute next run
             job.state.next_run_at_ms = _compute_next_run(job.schedule, _now_ms())
 
+    def _append_action(self, action: Literal["add", "del", "update"], params: dict):
+        self.store_path.parent.mkdir(parents=True, exist_ok=True)
+        with self._lock:
+            with open(self._action_path, "a", encoding="utf-8") as f:
+                f.write(json.dumps({"action": action, "params": params}, ensure_ascii=False) + "\n")
+
+
     # ========== Public API ==========
 
     def list_jobs(self, include_disabled: bool = False) -> list[CronJob]:
@@ -322,7 +381,6 @@ class CronService:
         delete_after_run: bool = False,
     ) -> CronJob:
         """Add a new job."""
-        store = self._load_store()
         _validate_schedule_for_add(schedule)
         now = _now_ms()
 
@@ -343,10 +401,13 @@ class CronService:
             updated_at_ms=now,
             delete_after_run=delete_after_run,
         )
-
-        store.jobs.append(job)
-        self._save_store()
-        self._arm_timer()
+        if self._running:
+            store = self._load_store()
+            store.jobs.append(job)
+            self._save_store()
+            self._arm_timer()
+        else:
+            self._append_action("add", asdict(job))
 
         logger.info("Cron: added job '{}' ({})", name, job.id)
         return job
@@ -380,8 +441,11 @@ class CronService:
         removed = len(store.jobs) < before
 
         if removed:
-            self._save_store()
-            self._arm_timer()
+            if self._running:
+                self._save_store()
+                self._arm_timer()
+            else:
+                self._append_action("del", {"job_id": job_id})
             logger.info("Cron: removed job {}", job_id)
             return "removed"
 
@@ -398,23 +462,85 @@ class CronService:
                     job.state.next_run_at_ms = _compute_next_run(job.schedule, _now_ms())
                 else:
                     job.state.next_run_at_ms = None
-                self._save_store()
-                self._arm_timer()
+                if self._running:
+                    self._save_store()
+                    self._arm_timer()
+                else:
+                    self._append_action("update", asdict(job))
                 return job
         return None
 
-    async def run_job(self, job_id: str, force: bool = False) -> bool:
-        """Manually run a job."""
+    def update_job(
+        self,
+        job_id: str,
+        *,
+        name: str | None = None,
+        schedule: CronSchedule | None = None,
+        message: str | None = None,
+        deliver: bool | None = None,
+        channel: str | None = ...,
+        to: str | None = ...,
+        delete_after_run: bool | None = None,
+    ) -> CronJob | Literal["not_found", "protected"]:
+        """Update mutable fields of an existing job. System jobs cannot be updated.
+
+        For ``channel`` and ``to``, pass an explicit value (including ``None``)
+        to update; omit (sentinel ``...``) to leave unchanged.
+        """
         store = self._load_store()
-        for job in store.jobs:
-            if job.id == job_id:
-                if not force and not job.enabled:
-                    return False
-                await self._execute_job(job)
-                self._save_store()
+        job = next((j for j in store.jobs if j.id == job_id), None)
+        if job is None:
+            return "not_found"
+        if job.payload.kind == "system_event":
+            return "protected"
+
+        if schedule is not None:
+            _validate_schedule_for_add(schedule)
+            job.schedule = schedule
+        if name is not None:
+            job.name = name
+        if message is not None:
+            job.payload.message = message
+        if deliver is not None:
+            job.payload.deliver = deliver
+        if channel is not ...:
+            job.payload.channel = channel
+        if to is not ...:
+            job.payload.to = to
+        if delete_after_run is not None:
+            job.delete_after_run = delete_after_run
+
+        job.updated_at_ms = _now_ms()
+        if job.enabled:
+            job.state.next_run_at_ms = _compute_next_run(job.schedule, _now_ms())
+
+        if self._running:
+            self._save_store()
+            self._arm_timer()
+        else:
+            self._append_action("update", asdict(job))
+
+        logger.info("Cron: updated job '{}' ({})", job.name, job.id)
+        return job
+
+    async def run_job(self, job_id: str, force: bool = False) -> bool:
+        """Manually run a job without disturbing the service's running state."""
+        was_running = self._running
+        self._running = True
+        try:
+            store = self._load_store()
+            for job in store.jobs:
+                if job.id == job_id:
+                    if not force and not job.enabled:
+                        return False
+                    await self._execute_job(job)
+                    self._save_store()
+                    return True
+            return False
+        finally:
+            self._running = was_running
+            if was_running:
                 self._arm_timer()
-                return True
-        return False
 
     def get_job(self, job_id: str) -> CronJob | None:
         """Get a job by ID."""

nanobot/cron/types.py

@@ -61,6 +61,18 @@ class CronJob:
     updated_at_ms: int = 0
     delete_after_run: bool = False
 
+    @classmethod
+    def from_dict(cls, kwargs: dict):
+        state_kwargs = dict(kwargs.get("state", {}))
+        state_kwargs["run_history"] = [
+            record if isinstance(record, CronRunRecord) else CronRunRecord(**record)
+            for record in state_kwargs.get("run_history", [])
+        ]
+        kwargs["schedule"] = CronSchedule(**kwargs.get("schedule", {"kind": "every"}))
+        kwargs["payload"] = CronPayload(**kwargs.get("payload", {}))
+        kwargs["state"] = CronJobState(**state_kwargs)
+        return cls(**kwargs)
+
 
 @dataclass
 class CronStore:

nanobot/nanobot.py

@@ -81,6 +81,9 @@ class Nanobot:
             restrict_to_workspace=config.tools.restrict_to_workspace,
             mcp_servers=config.tools.mcp_servers,
             timezone=defaults.timezone,
+            unified_session=defaults.unified_session,
+            disabled_skills=defaults.disabled_skills,
+            session_ttl_minutes=defaults.session_ttl_minutes,
         )
         return cls(loop)
 

nanobot/providers/anthropic_provider.py

@@ -380,9 +380,15 @@ class AnthropicProvider(LLMProvider):
         if system:
             kwargs["system"] = system
 
-        if thinking_enabled:
+        if reasoning_effort == "adaptive":
+            # Adaptive thinking: model decides when and how much to think
+            # Supported on claude-sonnet-4-6 and claude-opus-4-6.
+            # Also auto-enables interleaved thinking between tool calls.
+            kwargs["thinking"] = {"type": "adaptive"}
+            kwargs["temperature"] = 1.0
+        elif thinking_enabled:
             budget_map = {"low": 1024, "medium": 4096, "high": max(8192, max_tokens)}
-            budget = budget_map.get(reasoning_effort.lower(), 4096)  # type: ignore[union-attr]
+            budget = budget_map.get(reasoning_effort.lower(), 4096)
             kwargs["thinking"] = {"type": "enabled", "budget_tokens": budget}
             kwargs["max_tokens"] = max(max_tokens, budget + 4096)
             kwargs["temperature"] = 1.0

nanobot/providers/base.py

@@ -353,6 +353,64 @@ class LLMProvider(ABC):
         # Unknown 429 defaults to WAIT+retry.
         return True
 
+    @staticmethod
+    def _enforce_role_alternation(messages: list[dict[str, Any]]) -> list[dict[str, Any]]:
+        """Merge consecutive same-role messages and drop trailing assistant messages.
+
+        Some providers (OpenAI-compat, Azure, vLLM, Ollama, etc.) reject requests
+        where the last message is 'assistant' (prefill not supported) or two
+        consecutive non-system messages share the same role.
+        """
+        if not messages:
+            return messages
+
+        merged: list[dict[str, Any]] = []
+        for msg in messages:
+            role = msg.get("role")
+            if (
+                merged
+                and role != "system"
+                and role not in ("tool",)
+                and merged[-1].get("role") == role
+                and role in ("user", "assistant")
+            ):
+                prev = merged[-1]
+                if role == "assistant":
+                    prev_has_tools = bool(prev.get("tool_calls"))
+                    curr_has_tools = bool(msg.get("tool_calls"))
+                    if curr_has_tools:
+                        merged[-1] = dict(msg)
+                        continue
+                    if prev_has_tools:
+                        continue
+                prev_content = prev.get("content") or ""
+                curr_content = msg.get("content") or ""
+                if isinstance(prev_content, str) and isinstance(curr_content, str):
+                    prev["content"] = (prev_content + "\n\n" + curr_content).strip()
+                else:
+                    merged[-1] = dict(msg)
+            else:
+                merged.append(dict(msg))
+
+        last_popped = None
+        while merged and merged[-1].get("role") == "assistant":
+            last_popped = merged.pop()
+
+        # If removing trailing assistant messages left only system messages,
+        # the request would be invalid for most providers (e.g. Zhipu/GLM
+        # error 1214).  Recover by converting the last popped assistant
+        # message to a user message so the LLM can still see the content.
+        if (
+            merged
+            and last_popped is not None
+            and not any(m.get("role") in ("user", "tool") for m in merged)
+        ):
+            recovered = dict(last_popped)
+            recovered["role"] = "user"
+            merged.append(recovered)
+
+        return merged
+
     @staticmethod
     def _strip_image_content(messages: list[dict[str, Any]]) -> list[dict[str, Any]] | None:
         """Replace image_url blocks with text placeholder. Returns None if no images found."""
@@ -375,6 +433,26 @@ class LLMProvider(ABC):
                 result.append(msg)
         return result if found else None
 
+    @staticmethod
+    def _strip_image_content_inplace(messages: list[dict[str, Any]]) -> bool:
+        """Replace image_url blocks with text placeholder *in-place*.
+
+        Mutates the content lists of the original message dicts so that
+        callers holding references to those dicts also see the stripped
+        version.
+        """
+        found = False
+        for msg in messages:
+            content = msg.get("content")
+            if isinstance(content, list):
+                for i, b in enumerate(content):
+                    if isinstance(b, dict) and b.get("type") == "image_url":
+                        path = (b.get("_meta") or {}).get("path", "")
+                        placeholder = image_placeholder_text(path, empty="[image omitted]")
+                        content[i] = {"type": "text", "text": placeholder}
+                        found = True
+        return found
+
     async def _safe_chat(self, **kwargs: Any) -> LLMResponse:
         """Call chat() and convert unexpected exceptions to error responses."""
         try:
@@ -626,7 +704,12 @@ class LLMProvider(ABC):
                     )
                     retry_kw = dict(kw)
                     retry_kw["messages"] = stripped
-                    return await call(**retry_kw)
+                    result = await call(**retry_kw)
+                    # Permanently strip images from the original messages so
+                    # subsequent iterations do not repeat the error-retry cycle.
+                    if result.finish_reason != "error":
+                        self._strip_image_content_inplace(original_messages)
+                    return result
                 return response
 
             if persistent and identical_error_count >= self._PERSISTENT_IDENTICAL_ERROR_LIMIT:
@@ -635,9 +718,22 @@ class LLMProvider(ABC):
                     identical_error_count,
                     (response.content or "")[:120].lower(),
                 )
+                if on_retry_wait:
+                    await on_retry_wait(
+                        f"Persistent retry stopped after {identical_error_count} identical errors."
+                    )
                 return response
 
             if not persistent and attempt > len(delays):
+                logger.warning(
+                    "LLM request failed after {} retries, giving up: {}",
+                    attempt,
+                    (response.content or "")[:120].lower(),
+                )
+                if on_retry_wait:
+                    await on_retry_wait(
+                        f"Model request failed after {attempt} retries, giving up."
+                    )
                 break
 
             base_delay = delays[min(attempt - 1, len(delays) - 1)]

nanobot/providers/openai_compat_provider.py

@@ -3,6 +3,7 @@
 from __future__ import annotations
 
 import asyncio
+import json
 import hashlib
 import importlib.util
 import os
@@ -26,6 +27,12 @@ else:
     from openai import AsyncOpenAI
 
 from nanobot.providers.base import LLMProvider, LLMResponse, ToolCallRequest
+from nanobot.providers.openai_responses import (
+    consume_sdk_stream,
+    convert_messages,
+    convert_tools,
+    parse_response_output,
+)
 
 if TYPE_CHECKING:
     from nanobot.providers.registry import ProviderSpec
@@ -43,6 +50,29 @@ _DEFAULT_OPENROUTER_HEADERS = {
     "X-OpenRouter-Title": "nanobot",
     "X-OpenRouter-Categories": "cli-agent,personal-agent",
 }
+_KIMI_THINKING_MODELS: frozenset[str] = frozenset({
+    "kimi-k2.5",
+    "k2.6-code-preview",
+})
+
+
+def _is_kimi_thinking_model(model_name: str) -> bool:
+    """Return True if model_name refers to a Kimi thinking-capable model.
+
+    Supports two forms:
+    - Exact match: kimi-k2.5 in _KIMI_THINKING_MODELS
+    - Slug match:  moonshotai/kimi-k2.5 -> the part after the last "/"
+                   is checked against _KIMI_THINKING_MODELS
+
+    This covers both the native Moonshot provider (bare slug) and
+    OpenRouter-style names (``"publisher/slug"``).
+    """
+    name = model_name.lower()
+    if name in _KIMI_THINKING_MODELS:
+        return True
+    if "/" in name and name.rsplit("/", 1)[1] in _KIMI_THINKING_MODELS:
+        return True
+    return False
 
 
 def _short_tool_id() -> str:
@@ -113,6 +143,14 @@ def _uses_openrouter_attribution(spec: "ProviderSpec | None", api_base: str | No
     return bool(api_base and "openrouter" in api_base.lower())
 
 
+def _is_direct_openai_base(api_base: str | None) -> bool:
+    """Return True for direct OpenAI endpoints, not generic OpenAI-compatible gateways."""
+    if not api_base:
+        return True
+    normalized = api_base.strip().lower().rstrip("/")
+    return "api.openai.com" in normalized and "openrouter" not in normalized
+
+
 class OpenAICompatProvider(LLMProvider):
     """Unified provider for all OpenAI-compatible APIs.
 
@@ -137,6 +175,7 @@ class OpenAICompatProvider(LLMProvider):
             self._setup_env(api_key, api_base)
 
         effective_base = api_base or (spec.default_api_base if spec else None) or None
+        self._effective_base = effective_base
         default_headers = {"x-session-affinity": uuid.uuid4().hex}
         if _uses_openrouter_attribution(spec, effective_base):
             default_headers.update(_DEFAULT_OPENROUTER_HEADERS)
@@ -207,6 +246,24 @@ class OpenAICompatProvider(LLMProvider):
             return tool_call_id
         return hashlib.sha1(tool_call_id.encode()).hexdigest()[:9]
 
+    @staticmethod
+    def _normalize_tool_call_arguments(arguments: Any) -> str:
+        """Force function.arguments into a valid JSON object string."""
+        if isinstance(arguments, str):
+            stripped = arguments.strip()
+            if not stripped:
+                return "{}"
+            try:
+                parsed = json_repair.loads(stripped)
+            except Exception:
+                return "{}"
+            if isinstance(parsed, dict):
+                return json.dumps(parsed, ensure_ascii=False)
+            return "{}"
+        if isinstance(arguments, dict):
+            return json.dumps(arguments, ensure_ascii=False)
+        return "{}"
+
     def _sanitize_messages(self, messages: list[dict[str, Any]]) -> list[dict[str, Any]]:
         """Strip non-standard keys, normalize tool_call IDs."""
         sanitized = LLMProvider._sanitize_request_messages(messages, _ALLOWED_MSG_KEYS)
@@ -226,11 +283,25 @@ class OpenAICompatProvider(LLMProvider):
                         continue
                     tc_clean = dict(tc)
                     tc_clean["id"] = map_id(tc_clean.get("id"))
+                    function = tc_clean.get("function")
+                    if isinstance(function, dict):
+                        function_clean = dict(function)
+                        if "arguments" in function_clean:
+                            function_clean["arguments"] = self._normalize_tool_call_arguments(
+                                function_clean.get("arguments")
+                            )
+                        else:
+                            function_clean["arguments"] = "{}"
+                        tc_clean["function"] = function_clean
                     normalized.append(tc_clean)
                 clean["tool_calls"] = normalized
+                if clean.get("role") == "assistant":
+                    # Some OpenAI-compatible gateways reject assistant messages
+                    # that mix non-empty content with tool_calls.
+                    clean["content"] = None
             if "tool_call_id" in clean and clean["tool_call_id"]:
                 clean["tool_call_id"] = map_id(clean["tool_call_id"])
-        return sanitized
+        return self._enforce_role_alternation(sanitized)
 
     # ------------------------------------------------------------------
     # Build kwargs
@@ -315,12 +386,104 @@ class OpenAICompatProvider(LLMProvider):
             if extra:
                 kwargs.setdefault("extra_body", {}).update(extra)
 
+        # Model-level thinking injection for Kimi thinking-capable models.
+        # Strip any provider prefix (e.g. "moonshotai/") before the set lookup
+        # so that OpenRouter-style names like "moonshotai/kimi-k2.5" are handled
+        # identically to bare names like "kimi-k2.5".
+        if reasoning_effort is not None and _is_kimi_thinking_model(model_name):
+            thinking_enabled = reasoning_effort.lower() != "minimal"
+            kwargs.setdefault("extra_body", {}).update(
+                {"thinking": {"type": "enabled" if thinking_enabled else "disabled"}}
+            )
+
         if tools:
             kwargs["tools"] = tools
             kwargs["tool_choice"] = tool_choice or "auto"
 
         return kwargs
 
+    def _should_use_responses_api(
+        self,
+        model: str | None,
+        reasoning_effort: str | None,
+    ) -> bool:
+        """Use Responses API only for direct OpenAI requests that benefit from it."""
+        if self._spec and self._spec.name != "openai":
+            return False
+        if not _is_direct_openai_base(self._effective_base):
+            return False
+
+        model_name = (model or self.default_model).lower()
+        if reasoning_effort and reasoning_effort.lower() != "none":
+            return True
+        return any(token in model_name for token in ("gpt-5", "o1", "o3", "o4"))
+
+    @staticmethod
+    def _should_fallback_from_responses_error(e: Exception) -> bool:
+        """Fallback only for likely Responses API compatibility errors."""
+        response = getattr(e, "response", None)
+        status_code = getattr(e, "status_code", None)
+        if status_code is None and response is not None:
+            status_code = getattr(response, "status_code", None)
+        if status_code not in {400, 404, 422}:
+            return False
+
+        body = (
+            getattr(e, "body", None)
+            or getattr(e, "doc", None)
+            or getattr(response, "text", None)
+        )
+        body_text = str(body).lower() if body is not None else ""
+        compatibility_markers = (
+            "responses",
+            "response api",
+            "max_output_tokens",
+            "instructions",
+            "previous_response",
+            "unsupported",
+            "not supported",
+            "unknown parameter",
+            "unrecognized request argument",
+        )
+        return any(marker in body_text for marker in compatibility_markers)
+
+    def _build_responses_body(
+        self,
+        messages: list[dict[str, Any]],
+        tools: list[dict[str, Any]] | None,
+        model: str | None,
+        max_tokens: int,
+        temperature: float,
+        reasoning_effort: str | None,
+        tool_choice: str | dict[str, Any] | None,
+    ) -> dict[str, Any]:
+        """Build a Responses API body for direct OpenAI requests."""
+        model_name = model or self.default_model
+        sanitized_messages = self._sanitize_messages(self._sanitize_empty_content(messages))
+        instructions, input_items = convert_messages(sanitized_messages)
+
+        body: dict[str, Any] = {
+            "model": model_name,
+            "instructions": instructions or None,
+            "input": input_items,
+            "max_output_tokens": max(1, max_tokens),
+            "store": False,
+            "stream": False,
+        }
+
+        if self._supports_temperature(model_name, reasoning_effort):
+            body["temperature"] = temperature
+
+        if reasoning_effort and reasoning_effort.lower() != "none":
+            body["reasoning"] = {"effort": reasoning_effort}
+            body["include"] = ["reasoning.encrypted_content"]
+
+        if tools:
+            body["tools"] = convert_tools(tools)
+            body["tool_choice"] = tool_choice or "auto"
+
+        return body
+
     # ------------------------------------------------------------------
     # Response parsing
     # ------------------------------------------------------------------
@@ -455,7 +618,12 @@ class OpenAICompatProvider(LLMProvider):
             finish_reason = str(choice0.get("finish_reason") or "stop")
 
             raw_tool_calls: list[Any] = []
+            # StepFun Plan: fallback to reasoning field when content is empty
+            if not content and msg0.get("reasoning"):
+                content = self._extract_text_content(msg0.get("reasoning"))
             reasoning_content = msg0.get("reasoning_content")
+            if not reasoning_content and msg0.get("reasoning"):
+                reasoning_content = self._extract_text_content(msg0.get("reasoning"))
             for ch in choices:
                 ch_map = self._maybe_mapping(ch) or {}
                 m = self._maybe_mapping(ch_map.get("message")) or {}
@@ -511,6 +679,8 @@ class OpenAICompatProvider(LLMProvider):
                     finish_reason = ch.finish_reason
             if not content and m.content:
                 content = m.content
+            if not content and getattr(m, "reasoning", None):
+                content = m.reasoning
 
         tool_calls = []
         for tc in raw_tool_calls:
@@ -527,12 +697,16 @@ class OpenAICompatProvider(LLMProvider):
                 function_provider_specific_fields=fn_prov,
             ))
 
+        reasoning_content = getattr(msg, "reasoning_content", None) or None
+        if not reasoning_content and getattr(msg, "reasoning", None):
+            reasoning_content = msg.reasoning
+
         return LLMResponse(
             content=content,
             tool_calls=tool_calls,
             finish_reason=finish_reason or "stop",
             usage=self._extract_usage(response),
-            reasoning_content=getattr(msg, "reasoning_content", None) or None,
+            reasoning_content=reasoning_content,
         )
 
     @classmethod
@@ -593,6 +767,8 @@ class OpenAICompatProvider(LLMProvider):
                 if text:
                     content_parts.append(text)
                 text = cls._extract_text_content(delta.get("reasoning_content"))
+                if not text:
+                    text = cls._extract_text_content(delta.get("reasoning"))
                 if text:
                     reasoning_parts.append(text)
                 for idx, tc in enumerate(delta.get("tool_calls") or []):
@@ -611,6 +787,8 @@ class OpenAICompatProvider(LLMProvider):
                 content_parts.append(delta.content)
             if delta:
                 reasoning = getattr(delta, "reasoning_content", None)
+                if not reasoning:
+                    reasoning = getattr(delta, "reasoning", None)
                 if reasoning:
                     reasoning_parts.append(reasoning)
             for tc in (delta.tool_calls or []) if delta else []:
@@ -683,7 +861,12 @@ class OpenAICompatProvider(LLMProvider):
         }
 
     @staticmethod
-    def _handle_error(e: Exception) -> LLMResponse:
+    def _handle_error(
+        e: Exception,
+        *,
+        spec: ProviderSpec | None = None,
+        api_base: str | None = None,
+    ) -> LLMResponse:
         body = (
             getattr(e, "doc", None)
             or getattr(e, "body", None)
@@ -691,6 +874,15 @@ class OpenAICompatProvider(LLMProvider):
         )
         body_text = body if isinstance(body, str) else str(body) if body is not None else ""
         msg = f"Error: {body_text.strip()[:500]}" if body_text.strip() else f"Error calling LLM: {e}"
+
+        text = f"{body_text} {e}".lower()
+        if spec and spec.is_local and ("502" in text or "connection" in text or "refused" in text):
+            msg += (
+                "\nHint: this is a local model endpoint. Check that the local server is reachable at "
+                f"{api_base or spec.default_api_base}, and if you are using a proxy/tunnel, make sure it "
+                "can reach your local Ollama/vLLM service instead of routing localhost through the remote host."
+            )
+
         response = getattr(e, "response", None)
         retry_after = LLMProvider._extract_retry_after_from_headers(getattr(response, "headers", None))
         if retry_after is None:
@@ -716,14 +908,25 @@ class OpenAICompatProvider(LLMProvider):
         reasoning_effort: str | None = None,
         tool_choice: str | dict[str, Any] | None = None,
     ) -> LLMResponse:
-        kwargs = self._build_kwargs(
-            messages, tools, model, max_tokens, temperature,
-            reasoning_effort, tool_choice,
-        )
         try:
+            if self._should_use_responses_api(model, reasoning_effort):
+                try:
+                    body = self._build_responses_body(
+                        messages, tools, model, max_tokens, temperature,
+                        reasoning_effort, tool_choice,
+                    )
+                    return parse_response_output(await self._client.responses.create(**body))
+                except Exception as responses_error:
+                    if not self._should_fallback_from_responses_error(responses_error):
+                        raise
+
+            kwargs = self._build_kwargs(
+                messages, tools, model, max_tokens, temperature,
+                reasoning_effort, tool_choice,
+            )
             return self._parse(await self._client.chat.completions.create(**kwargs))
         except Exception as e:
-            return self._handle_error(e)
+            return self._handle_error(e, spec=self._spec, api_base=self.api_base)
 
     async def chat_stream(
         self,
@@ -736,14 +939,49 @@ class OpenAICompatProvider(LLMProvider):
         tool_choice: str | dict[str, Any] | None = None,
         on_content_delta: Callable[[str], Awaitable[None]] | None = None,
     ) -> LLMResponse:
-        kwargs = self._build_kwargs(
-            messages, tools, model, max_tokens, temperature,
-            reasoning_effort, tool_choice,
-        )
-        kwargs["stream"] = True
-        kwargs["stream_options"] = {"include_usage": True}
         idle_timeout_s = int(os.environ.get("NANOBOT_STREAM_IDLE_TIMEOUT_S", "90"))
         try:
+            if self._should_use_responses_api(model, reasoning_effort):
+                try:
+                    body = self._build_responses_body(
+                        messages, tools, model, max_tokens, temperature,
+                        reasoning_effort, tool_choice,
+                    )
+                    body["stream"] = True
+                    stream = await self._client.responses.create(**body)
+
+                    async def _timed_stream():
+                        stream_iter = stream.__aiter__()
+                        while True:
+                            try:
+                                yield await asyncio.wait_for(
+                                    stream_iter.__anext__(),
+                                    timeout=idle_timeout_s,
+                                )
+                            except StopAsyncIteration:
+                                break
+
+                    content, tool_calls, finish_reason, usage, reasoning_content = await consume_sdk_stream(
+                        _timed_stream(),
+                        on_content_delta,
+                    )
+                    return LLMResponse(
+                        content=content or None,
+                        tool_calls=tool_calls,
+                        finish_reason=finish_reason,
+                        usage=usage,
+                        reasoning_content=reasoning_content,
+                    )
+                except Exception as responses_error:
+                    if not self._should_fallback_from_responses_error(responses_error):
+                        raise
+
+            kwargs = self._build_kwargs(
+                messages, tools, model, max_tokens, temperature,
+                reasoning_effort, tool_choice,
+            )
+            kwargs["stream"] = True
+            kwargs["stream_options"] = {"include_usage": True}
             stream = await self._client.chat.completions.create(**kwargs)
             chunks: list[Any] = []
             stream_iter = stream.__aiter__()
@@ -771,7 +1009,7 @@ class OpenAICompatProvider(LLMProvider):
                 error_kind="timeout",
             )
         except Exception as e:
-            return self._handle_error(e)
+            return self._handle_error(e, spec=self._spec, api_base=self.api_base)
 
     def get_default_model(self) -> str:
         return self.default_model

nanobot/session/manager.py

@@ -155,6 +155,7 @@ class SessionManager:
             messages = []
             metadata = {}
             created_at = None
+            updated_at = None
             last_consolidated = 0
 
             with open(path, encoding="utf-8") as f:
@@ -168,6 +169,7 @@ class SessionManager:
                     if data.get("_type") == "metadata":
                         metadata = data.get("metadata", {})
                         created_at = datetime.fromisoformat(data["created_at"]) if data.get("created_at") else None
+                        updated_at = datetime.fromisoformat(data["updated_at"]) if data.get("updated_at") else None
                         last_consolidated = data.get("last_consolidated", 0)
                     else:
                         messages.append(data)
@@ -176,6 +178,7 @@ class SessionManager:
                 key=key,
                 messages=messages,
                 created_at=created_at or datetime.now(),
+                updated_at=updated_at or datetime.now(),
                 metadata=metadata,
                 last_consolidated=last_consolidated
             )

nanobot/templates/AGENTS.md

@@ -1,7 +1,5 @@
 # Agent Instructions
 
-You are a helpful AI assistant. Be concise, accurate, and friendly.
-
 ## Scheduled Reminders
 
 Before scheduling reminders, check available skills and follow skill guidance first.

nanobot/templates/SOUL.md

@@ -2,20 +2,8 @@
 
 I am nanobot 🐈, a personal AI assistant.
 
-## Personality
-
-- Helpful and friendly
-- Concise and to the point
-- Curious and eager to learn
-
-## Values
-
-- Accuracy over speed
-- User privacy and safety
-- Transparency in actions
-
-## Communication Style
-
-- Be clear and direct
-- Explain reasoning when helpful
-- Ask clarifying questions when needed
+I solve problems by doing, not by describing what I would do.
+I keep responses short unless depth is asked for.
+I say what I know, flag what I don't, and never fake confidence.
+I stay friendly and curious — I'd rather ask a good question than guess wrong.
+I treat the user's time as the scarcest resource, and their trust as the most valuable.

nanobot/templates/agent/dream_phase1.md

@@ -1,13 +1,30 @@
-Compare conversation history against current memory files.
-Output one line per finding:
-[FILE] atomic fact or change description
+Compare conversation history against current memory files. Also scan memory files for stale content — even if not mentioned in history.
 
-Files: USER (identity, preferences, habits), SOUL (bot behavior, tone), MEMORY (knowledge, project context, tool patterns)
+Output one line per finding:
+[FILE] atomic fact (not already in memory)
+[FILE-REMOVE] reason for removal
+[SKILL] kebab-case-name: one-line description of the reusable pattern
+
+Files: USER (identity, preferences), SOUL (bot behavior, tone), MEMORY (knowledge, project context)
 
 Rules:
-- Only new or conflicting information — skip duplicates and ephemera
-- Prefer atomic facts: "has a cat named Luna" not "discussed pet care"
+- Atomic facts: "has a cat named Luna" not "discussed pet care"
 - Corrections: [USER] location is Tokyo, not Osaka
-- Also capture confirmed approaches: if the user validated a non-obvious choice, note it
+- Capture confirmed approaches the user validated
 
-If nothing needs updating: [SKIP] no new information
+Staleness — flag for [FILE-REMOVE]:
+- Time-sensitive data older than 14 days: weather, daily status, one-time meetings, passed events
+- Completed one-time tasks: triage, one-time reviews, finished research, resolved incidents
+- Resolved tracking: merged/closed PRs, fixed issues, completed migrations
+- Detailed incident info after 14 days — reduce to one-line summary
+- Superseded: approaches replaced by newer solutions, deprecated dependencies
+
+Skill discovery — flag [SKILL] when ALL of these are true:
+- A specific, repeatable workflow appeared 2+ times in the conversation history
+- It involves clear steps (not vague preferences like "likes concise answers")
+- It is substantial enough to warrant its own instruction set (not trivial like "read a file")
+- Do not worry about duplicates — the next phase will check against existing skills
+
+Do not add: current weather, transient status, temporary errors, conversational filler.
+
+[SKIP] if nothing needs updating.

nanobot/templates/agent/dream_phase2.md

@@ -1,13 +1,37 @@
 Update memory files based on the analysis below.
+- [FILE] entries: add the described content to the appropriate file
+- [FILE-REMOVE] entries: delete the corresponding content from memory files
+- [SKILL] entries: create a new skill under skills/<name>/SKILL.md using write_file
 
-## Quality standards
-- Every line must carry standalone value — no filler
-- Concise bullet points under clear headers
-- Remove outdated or contradicted information
+## File paths (relative to workspace root)
+- SOUL.md
+- USER.md
+- memory/MEMORY.md
+- skills/<name>/SKILL.md (for [SKILL] entries only)
 
-## Editing
-- File contents provided below — edit directly, no read_file needed
+Do NOT guess paths.
+
+## Editing rules
+- Edit directly — file contents provided below, no read_file needed
+- Use exact text as old_text, include surrounding blank lines for unique match
 - Batch changes to the same file into one edit_file call
+- For deletions: section header + all bullets as old_text, new_text empty
 - Surgical edits only — never rewrite entire files
-- Do NOT overwrite correct entries — only add, update, or remove
 - If nothing to update, stop without calling tools
+
+## Skill creation rules (for [SKILL] entries)
+- Use write_file to create skills/<name>/SKILL.md
+- Before writing, read_file `{{ skill_creator_path }}` for format reference (frontmatter structure, naming conventions, quality standards)
+- **Dedup check**: read existing skills listed below to verify the new skill is not functionally redundant. Skip creation if an existing skill already covers the same workflow.
+- Include YAML frontmatter with name and description fields
+- Keep SKILL.md under 2000 words — concise and actionable
+- Include: when to use, steps, output format, at least one example
+- Do NOT overwrite existing skills — skip if the skill directory already exists
+- Reference specific tools the agent has access to (read_file, write_file, exec, web_search, etc.)
+- Skills are instruction sets, not code — do not include implementation code
+
+## Quality
+- Every line must carry standalone value
+- Concise bullets under clear headers
+- When reducing (not deleting): keep essential facts, drop verbose details
+- If uncertain whether to delete, keep but add "(verify currency)"

nanobot/templates/agent/identity.md

@@ -12,15 +12,32 @@ Your workspace is at: {{ workspace_path }}
 - Custom skills: {{ workspace_path }}/skills/{% raw %}{skill-name}{% endraw %}/SKILL.md
 
 {{ platform_policy }}
+{% if channel == 'telegram' or channel == 'qq' or channel == 'discord' %}
+## Format Hint
+This conversation is on a messaging app. Use short paragraphs. Avoid large headings (#, ##). Use **bold** sparingly. No tables — use plain lists.
+{% elif channel == 'whatsapp' or channel == 'sms' %}
+## Format Hint
+This conversation is on a text messaging platform that does not render markdown. Use plain text only.
+{% elif channel == 'email' %}
+## Format Hint
+This conversation is via email. Structure with clear sections. Markdown may not render — keep formatting simple.
+{% elif channel == 'cli' or channel == 'mochat' %}
+## Format Hint
+Output is rendered in a terminal. Avoid markdown headings and tables. Use plain text with minimal formatting.
+{% endif %}
 
-## nanobot Guidelines
-- State intent before tool calls, but NEVER predict or claim results before receiving them.
-- Before modifying a file, read it first. Do not assume files or directories exist.
-- After writing or editing a file, re-read it if accuracy matters.
-- If a tool call fails, analyze the error before retrying with a different approach.
-- Ask for clarification when the request is ambiguous.
-- Prefer built-in `grep` / `glob` tools for workspace search before falling back to `exec`.
-- On broad searches, use `grep(output_mode="count")` or `grep(output_mode="files_with_matches")` to scope the result set before requesting full content.
+## Execution Rules
+
+- Act, don't narrate. If you can do it with a tool, do it now — never end a turn with just a plan or promise.
+- Read before you write. Do not assume a file exists or contains what you expect.
+- If a tool call fails, diagnose the error and retry with a different approach before reporting failure.
+- When information is missing, look it up with tools first. Only ask the user when tools cannot answer.
+- After multi-step changes, verify the result (re-read the file, run the test, check the output).
+
+## Search & Discovery
+
+- Prefer built-in `grep` / `glob` over `exec` for workspace search.
+- On broad searches, use `grep(output_mode="count")` to scope before requesting full content.
 {% include 'agent/_snippets/untrusted_content.md' %}
 
 Reply directly with text for conversations. Only use the 'message' tool to send to a specific chat channel.

nanobot/utils/document.py

@@ -0,0 +1,267 @@
+"""Document text extraction utilities for nanobot."""
+
+import mimetypes
+from pathlib import Path
+
+from loguru import logger
+
+from nanobot.utils.helpers import detect_image_mime
+
+try:
+    from pypdf import PdfReader
+except ImportError:
+    PdfReader = None  # type: ignore
+
+try:
+    from docx import Document as DocxDocument
+except ImportError:
+    DocxDocument = None  # type: ignore
+
+try:
+    from openpyxl import load_workbook
+except ImportError:
+    load_workbook = None  # type: ignore
+
+try:
+    from pptx import Presentation as PptxPresentation
+except ImportError:
+    PptxPresentation = None  # type: ignore
+
+
+# Supported file extensions for text extraction
+SUPPORTED_EXTENSIONS: set[str] = {
+    # Document formats
+    ".pdf",
+    ".docx",
+    ".xlsx",
+    ".pptx",
+    # Text formats
+    ".txt",
+    ".md",
+    ".csv",
+    ".json",
+    ".xml",
+    ".html",
+    ".htm",
+    ".log",
+    ".yaml",
+    ".yml",
+    ".toml",
+    ".ini",
+    ".cfg",
+    # Image formats (for future OCR support)
+    ".png",
+    ".jpg",
+    ".jpeg",
+    ".gif",
+    ".webp",
+}
+
+_MAX_TEXT_LENGTH = 200_000
+
+
+def extract_text(path: Path) -> str | None:
+    """Extract text from a file.
+
+    Args:
+        path: Path to the file.
+
+    Returns:
+        Extracted text as string, None for unsupported types,
+        or error string for failures.
+    """
+    if not isinstance(path, Path):
+        path = Path(path)
+
+    if not path.exists():
+        return f"[error: file not found: {path}]"
+
+    ext = path.suffix.lower()
+
+    # Document formats
+    if ext == ".pdf":
+        if PdfReader is None:
+            return "[error: pypdf not installed]"
+        return _extract_pdf(path)
+    elif ext == ".docx":
+        if DocxDocument is None:
+            return "[error: python-docx not installed]"
+        return _extract_docx(path)
+    elif ext == ".xlsx":
+        if load_workbook is None:
+            return "[error: openpyxl not installed]"
+        return _extract_xlsx(path)
+    elif ext == ".pptx":
+        if PptxPresentation is None:
+            return "[error: python-pptx not installed]"
+        return _extract_pptx(path)
+    elif _is_text_extension(ext):
+        return _extract_text_file(path)
+    elif ext in {".png", ".jpg", ".jpeg", ".gif", ".webp"}:
+        # Image files - for future OCR support
+        return f"[image: {path.name}]"
+    else:
+        # Unsupported extension
+        return None
+
+
+def _extract_pdf(path: Path) -> str:
+    """Extract text from PDF using pypdf."""
+    try:
+        reader = PdfReader(path)
+        pages: list[str] = []
+        for i, page in enumerate(reader.pages, 1):
+            text = page.extract_text() or ""
+            pages.append(f"--- Page {i} ---\n{text}")
+        return _truncate("\n\n".join(pages), _MAX_TEXT_LENGTH)
+    except Exception as e:
+        logger.error("Failed to extract PDF {}: {}", path, e)
+        return f"[error: failed to extract PDF: {e!s}]"
+
+
+def _extract_docx(path: Path) -> str:
+    """Extract text from DOCX using python-docx."""
+    try:
+        doc = DocxDocument(path)
+        paragraphs: list[str] = [p.text for p in doc.paragraphs if p.text.strip()]
+        return _truncate("\n\n".join(paragraphs), _MAX_TEXT_LENGTH)
+    except Exception as e:
+        logger.error("Failed to extract DOCX {}: {}", path, e)
+        return f"[error: failed to extract DOCX: {e!s}]"
+
+
+def _extract_xlsx(path: Path) -> str:
+    """Extract text from XLSX using openpyxl."""
+    try:
+        wb = load_workbook(path, read_only=True, data_only=True)
+        sheets: list[str] = []
+        for sheet_name in wb.sheetnames:
+            ws = wb[sheet_name]
+            rows: list[str] = []
+            for row in ws.iter_rows(values_only=True):
+                row_text = "\t".join(str(cell) if cell is not None else "" for cell in row)
+                if row_text.strip():
+                    rows.append(row_text)
+            if rows:
+                sheets.append(f"--- Sheet: {sheet_name} ---\n" + "\n".join(rows))
+        wb.close()
+        return _truncate("\n\n".join(sheets), _MAX_TEXT_LENGTH)
+    except Exception as e:
+        logger.error("Failed to extract XLSX {}: {}", path, e)
+        return f"[error: failed to extract XLSX: {e!s}]"
+
+
+def _extract_pptx(path: Path) -> str:
+    """Extract text from PPTX using python-pptx."""
+    try:
+        prs = PptxPresentation(path)
+        slides: list[str] = []
+        for i, slide in enumerate(prs.slides, 1):
+            slide_text: list[str] = []
+            for shape in slide.shapes:
+                if hasattr(shape, "text") and shape.text:
+                    slide_text.append(shape.text)
+            if slide_text:
+                slides.append(f"--- Slide {i} ---\n" + "\n".join(slide_text))
+        return _truncate("\n\n".join(slides), _MAX_TEXT_LENGTH)
+    except Exception as e:
+        logger.error("Failed to extract PPTX {}: {}", path, e)
+        return f"[error: failed to extract PPTX: {e!s}]"
+
+
+def _extract_text_file(path: Path) -> str:
+    """Extract text from a plain text file."""
+    try:
+        # Try UTF-8 first, then latin-1 fallback
+        try:
+            content = path.read_text(encoding="utf-8")
+        except UnicodeDecodeError:
+            content = path.read_text(encoding="latin-1")
+        return _truncate(content, _MAX_TEXT_LENGTH)
+    except Exception as e:
+        logger.error("Failed to read text file {}: {}", path, e)
+        return f"[error: failed to read file: {e!s}]"
+
+
+def _truncate(text: str, max_length: int) -> str:
+    """Truncate text with a suffix indicating truncation."""
+    if len(text) <= max_length:
+        return text
+    return text[:max_length] + f"... (truncated, {len(text)} chars total)"
+
+
+def _is_text_extension(ext: str) -> bool:
+    """Check if extension is a text format."""
+    return ext in {
+        ".txt",
+        ".md",
+        ".csv",
+        ".json",
+        ".xml",
+        ".html",
+        ".htm",
+        ".log",
+        ".yaml",
+        ".yml",
+        ".toml",
+        ".ini",
+        ".cfg",
+    }
+
+
+# ---------------------------------------------------------------------------
+# High-level helper: split media into images + extracted document text
+# ---------------------------------------------------------------------------
+
+_MAX_EXTRACT_FILE_SIZE = 50 * 1024 * 1024  # 50 MB
+
+
+def extract_documents(
+    text: str,
+    media_paths: list[str],
+    *,
+    max_file_size: int = _MAX_EXTRACT_FILE_SIZE,
+) -> tuple[str, list[str]]:
+    """Separate images from documents in *media_paths*.
+
+    Documents (PDF, DOCX, XLSX, PPTX, plain-text, …) have their text
+    extracted and appended to *text*.  Only image paths are kept in the
+    returned list so that downstream layers only need to handle vision
+    blocks.
+
+    Files larger than *max_file_size* bytes are skipped with a warning
+    to avoid unbounded memory / CPU usage.
+    """
+    image_paths: list[str] = []
+    doc_texts: list[str] = []
+
+    for path_str in media_paths:
+        p = Path(path_str)
+        if not p.is_file():
+            continue
+
+        try:
+            size = p.stat().st_size
+        except OSError:
+            continue
+        if size > max_file_size:
+            logger.warning(
+                "Skipping oversized file for extraction: {} ({:.1f} MB > {} MB limit)",
+                p.name, size / (1024 * 1024), max_file_size // (1024 * 1024),
+            )
+            continue
+
+        with open(p, "rb") as f:
+            header = f.read(16)
+        mime = detect_image_mime(header) or mimetypes.guess_type(path_str)[0]
+        if mime and mime.startswith("image/"):
+            image_paths.append(path_str)
+        else:
+            extracted = extract_text(p)
+            if extracted and not extracted.startswith("[error:"):
+                doc_texts.append(f"[File: {p.name}]\n{extracted}")
+
+    if doc_texts:
+        text = text + "\n\n" + "\n\n".join(doc_texts)
+
+    return text, image_paths

nanobot/utils/helpers.py

@@ -15,9 +15,12 @@ from loguru import logger
 
 
 def strip_think(text: str) -> str:
-    """Remove <think>…</think> blocks and any unclosed trailing <think> tag."""
+    """Remove thinking blocks and any unclosed trailing tag."""
     text = re.sub(r"<think>[\s\S]*?</think>", "", text)
-    text = re.sub(r"<think>[\s\S]*$", "", text)
+    text = re.sub(r"^\s*<think>[\s\S]*$", "", text)
+    # Gemma 4 and similar models use <thought>...</thought> blocks
+    text = re.sub(r"<thought>[\s\S]*?</thought>", "", text)
+    text = re.sub(r"^\s*<thought>[\s\S]*$", "", text)
     return text.strip()
 
 
@@ -272,7 +275,7 @@ def build_assistant_message(
     thinking_blocks: list[dict] | None = None,
 ) -> dict[str, Any]:
     """Build a provider-safe assistant message with optional reasoning fields."""
-    msg: dict[str, Any] = {"role": "assistant", "content": content}
+    msg: dict[str, Any] = {"role": "assistant", "content": content or ""}
     if tool_calls:
         msg["tool_calls"] = tool_calls
     if reasoning_content is not None or thinking_blocks:
@@ -397,6 +400,7 @@ def build_status_content(
     session_msg_count: int,
     context_tokens_estimate: int,
     search_usage_text: str | None = None,
+    active_task_count: int = 0,
 ) -> str:
     """Build a human-readable runtime status snapshot.
     
@@ -417,7 +421,7 @@ def build_status_content(
     ctx_total = max(context_window_tokens, 0)
     ctx_pct = int((context_tokens_estimate / ctx_total) * 100) if ctx_total > 0 else 0
     ctx_used_str = f"{context_tokens_estimate // 1000}k" if context_tokens_estimate >= 1000 else str(context_tokens_estimate)
-    ctx_total_str = f"{ctx_total // 1024}k" if ctx_total > 0 else "n/a"
+    ctx_total_str = f"{ctx_total // 1000}k" if ctx_total > 0 else "n/a"
     token_line = f"\U0001f4ca Tokens: {last_in} in / {last_out} out"
     if cached and last_in:
         token_line += f" ({cached * 100 // last_in}% cached)"
@@ -428,6 +432,7 @@ def build_status_content(
         f"\U0001f4da Context: {ctx_used_str}/{ctx_total_str} ({ctx_pct}%)",
         f"\U0001f4ac Session: {session_msg_count} messages",
         f"\u23f1 Uptime: {uptime}",
+        f"\u26a1 Tasks: {active_task_count} active",
     ]
     if search_usage_text:
         lines.append(search_usage_text)

nanobot/utils/runtime.py

@@ -19,6 +19,11 @@ FINALIZATION_RETRY_PROMPT = (
     "Please provide your response to the user based on the conversation above."
 )
 
+LENGTH_RECOVERY_PROMPT = (
+    "Output limit reached. Continue exactly where you left off "
+    "— no recap, no apology. Break remaining work into smaller steps if needed."
+)
+
 
 def empty_tool_result_message(tool_name: str) -> str:
     """Short prompt-safe marker for tools that completed without visible output."""
@@ -50,6 +55,11 @@ def build_finalization_retry_message() -> dict[str, str]:
     return {"role": "user", "content": FINALIZATION_RETRY_PROMPT}
 
 
+def build_length_recovery_message() -> dict[str, str]:
+    """Prompt the model to continue after hitting output token limit."""
+    return {"role": "user", "content": LENGTH_RECOVERY_PROMPT}
+
+
 def external_lookup_signature(tool_name: str, arguments: dict[str, Any]) -> str | None:
     """Stable signature for repeated external lookups we want to throttle."""
     if tool_name == "web_fetch":

nanobot/utils/tool_hints.py

@@ -2,6 +2,8 @@
 
 from __future__ import annotations
 
+import re
+
 from nanobot.utils.path import abbreviate_path
 
 # Registry: tool_name -> (key_args, template, is_path, is_command)
@@ -17,27 +19,39 @@ _TOOL_FORMATS: dict[str, tuple[list[str], str, bool, bool]] = {
     "list_dir":   (["path"],                           "ls {}",       True,  False),
 }
 
+# Matches file paths embedded in shell commands, including quoted paths with spaces.
+_PATH_IN_CMD_RE = re.compile(
+    r'"(?P<double>(?:[A-Za-z]:[/\\]|~/|/)[^"]+)"'
+    r"|'(?P<single>(?:[A-Za-z]:[/\\]|~/|/)[^']+)'"
+    r"|(?P<bare>(?:[A-Za-z]:[/\\]|~/|(?<=\s)/)[^\s;&|<>\"']+)"
+)
+
 
 def format_tool_hints(tool_calls: list) -> str:
     """Format tool calls as concise hints with smart abbreviation."""
     if not tool_calls:
         return ""
 
-    hints = []
-    for name, count, example_tc in _group_consecutive(tool_calls):
-        fmt = _TOOL_FORMATS.get(name)
+    formatted = []
+    for tc in tool_calls:
+        fmt = _TOOL_FORMATS.get(tc.name)
         if fmt:
-            hint = _fmt_known(example_tc, fmt)
-        elif name.startswith("mcp_"):
-            hint = _fmt_mcp(example_tc)
+            formatted.append(_fmt_known(tc, fmt))
+        elif tc.name.startswith("mcp_"):
+            formatted.append(_fmt_mcp(tc))
         else:
-            hint = _fmt_fallback(example_tc)
+            formatted.append(_fmt_fallback(tc))
 
-        if count > 1:
-            hint = f"{hint} \u00d7 {count}"
-        hints.append(hint)
+    hints = []
+    for hint in formatted:
+        if hints and hints[-1][0] == hint:
+            hints[-1] = (hint, hints[-1][1] + 1)
+        else:
+            hints.append((hint, 1))
 
-    return ", ".join(hints)
+    return ", ".join(
+        f"{h} \u00d7 {c}" if c > 1 else h for h, c in hints
+    )
 
 
 def _get_args(tc) -> dict:
@@ -51,17 +65,6 @@ def _get_args(tc) -> dict:
     return {}
 
 
-def _group_consecutive(calls: list) -> list[tuple[str, int, object]]:
-    """Group consecutive calls to the same tool: [(name, count, first), ...]."""
-    groups: list[tuple[str, int, object]] = []
-    for tc in calls:
-        if groups and groups[-1][0] == tc.name:
-            groups[-1] = (groups[-1][0], groups[-1][1] + 1, groups[-1][2])
-        else:
-            groups.append((tc.name, 1, tc))
-    return groups
-
-
 def _extract_arg(tc, key_args: list[str]) -> str | None:
     """Extract the first available value from preferred key names."""
     args = _get_args(tc)
@@ -85,10 +88,25 @@ def _fmt_known(tc, fmt: tuple) -> str:
     if fmt[2]:  # is_path
         val = abbreviate_path(val)
     elif fmt[3]:  # is_command
-        val = val[:40] + "\u2026" if len(val) > 40 else val
+        val = _abbreviate_command(val)
     return fmt[1].format(val)
 
 
+def _abbreviate_command(cmd: str, max_len: int = 40) -> str:
+    """Abbreviate paths in a command string, then truncate."""
+    def _replace_path(match: re.Match[str]) -> str:
+        if match.group("double") is not None:
+            return f'"{abbreviate_path(match.group("double"), max_len=25)}"'
+        if match.group("single") is not None:
+            return f"'{abbreviate_path(match.group('single'), max_len=25)}'"
+        return abbreviate_path(match.group("bare"), max_len=25)
+
+    abbreviated = _PATH_IN_CMD_RE.sub(_replace_path, cmd)
+    if len(abbreviated) <= max_len:
+        return abbreviated
+    return abbreviated[:max_len - 1] + "\u2026"
+
+
 def _fmt_mcp(tc) -> str:
     """Format MCP tool as server::tool."""
     name = tc.name

pyproject.toml

@@ -1,6 +1,6 @@
 [project]
 name = "nanobot-ai"
-version = "0.1.5"
+version = "0.1.5.post1"
 description = "A lightweight personal AI assistant framework"
 readme = { file = "README.md", content-type = "text/markdown" }
 requires-python = ">=3.11"
@@ -50,6 +50,11 @@ dependencies = [
     "tiktoken>=0.12.0,<1.0.0",
     "jinja2>=3.1.0,<4.0.0",
     "dulwich>=0.22.0,<1.0.0",
+    "pypdf>=5.0.0,<6.0.0",
+    "python-docx>=1.1.0,<2.0.0",
+    "openpyxl>=3.1.0,<4.0.0",
+    "python-pptx>=1.0.0,<2.0.0",
+    "filelock>=3.25.2",
 ]
 
 [project.optional-dependencies]
@@ -75,12 +80,16 @@ discord = [
 langsmith = [
     "langsmith>=0.1.0",
 ]
+pdf = [
+    "pymupdf>=1.25.0",
+]
 dev = [
     "pytest>=9.0.0,<10.0.0",
     "pytest-asyncio>=1.3.0,<2.0.0",
     "aiohttp>=3.9.0,<4.0.0",
     "pytest-cov>=6.0.0,<7.0.0",
     "ruff>=0.1.0",
+    "pymupdf>=1.25.0",
 ]
 
 [project.scripts]

tests/agent/test_consolidator.py

@@ -46,7 +46,7 @@ class TestConsolidatorSummarize:
             {"role": "assistant", "content": "Done, fixed the race condition."},
         ]
         result = await consolidator.archive(messages)
-        assert result is True
+        assert result == "User fixed a bug in the auth module."
         entries = store.read_unprocessed_history(since_cursor=0)
         assert len(entries) == 1
 
@@ -55,14 +55,14 @@ class TestConsolidatorSummarize:
         mock_provider.chat_with_retry.side_effect = Exception("API error")
         messages = [{"role": "user", "content": "hello"}]
         result = await consolidator.archive(messages)
-        assert result is True  # always succeeds
+        assert result is None  # no summary on raw dump fallback
         entries = store.read_unprocessed_history(since_cursor=0)
         assert len(entries) == 1
         assert "[RAW]" in entries[0]["content"]
 
     async def test_summarize_skips_empty_messages(self, consolidator):
         result = await consolidator.archive([])
-        assert result is False
+        assert result is None
 
 
 class TestConsolidatorTokenBudget:
@@ -76,3 +76,52 @@ class TestConsolidatorTokenBudget:
         consolidator.archive = AsyncMock(return_value=True)
         await consolidator.maybe_consolidate_by_tokens(session)
         consolidator.archive.assert_not_called()
+
+    async def test_chunk_cap_preserves_user_turn_boundary(self, consolidator):
+        """Chunk cap should rewind to the last user boundary within the cap."""
+        consolidator._SAFETY_BUFFER = 0
+        session = MagicMock()
+        session.last_consolidated = 0
+        session.key = "test:key"
+        session.messages = [
+            {
+                "role": "user" if i in {0, 50, 61} else "assistant",
+                "content": f"m{i}",
+            }
+            for i in range(70)
+        ]
+        consolidator.estimate_session_prompt_tokens = MagicMock(
+            side_effect=[(1200, "tiktoken"), (400, "tiktoken")]
+        )
+        consolidator.pick_consolidation_boundary = MagicMock(return_value=(61, 999))
+        consolidator.archive = AsyncMock(return_value=True)
+
+        await consolidator.maybe_consolidate_by_tokens(session)
+
+        archived_chunk = consolidator.archive.await_args.args[0]
+        assert len(archived_chunk) == 50
+        assert archived_chunk[0]["content"] == "m0"
+        assert archived_chunk[-1]["content"] == "m49"
+        assert session.last_consolidated == 50
+
+    async def test_chunk_cap_skips_when_no_user_boundary_within_cap(self, consolidator):
+        """If the cap would cut mid-turn, consolidation should skip that round."""
+        consolidator._SAFETY_BUFFER = 0
+        session = MagicMock()
+        session.last_consolidated = 0
+        session.key = "test:key"
+        session.messages = [
+            {
+                "role": "user" if i in {0, 61} else "assistant",
+                "content": f"m{i}",
+            }
+            for i in range(70)
+        ]
+        consolidator.estimate_session_prompt_tokens = MagicMock(return_value=(1200, "tiktoken"))
+        consolidator.pick_consolidation_boundary = MagicMock(return_value=(61, 999))
+        consolidator.archive = AsyncMock(return_value=True)
+
+        await consolidator.maybe_consolidate_by_tokens(session)
+
+        consolidator.archive.assert_not_awaited()
+        assert session.last_consolidated == 0

tests/agent/test_context_prompt_cache.py

@@ -2,6 +2,7 @@
 
 from __future__ import annotations
 
+import re
 from datetime import datetime as real_datetime
 from importlib.resources import files as pkg_files
 from pathlib import Path
@@ -86,6 +87,124 @@ def test_runtime_context_is_separate_untrusted_user_message(tmp_path) -> None:
     assert "Return exactly: OK" in user_content
 
 
+def test_unprocessed_history_injected_into_system_prompt(tmp_path) -> None:
+    """Entries in history.jsonl not yet consumed by Dream appear with timestamps."""
+    workspace = _make_workspace(tmp_path)
+    builder = ContextBuilder(workspace)
+
+    builder.memory.append_history("User asked about weather in Tokyo")
+    builder.memory.append_history("Agent fetched forecast via web_search")
+
+    prompt = builder.build_system_prompt()
+    assert "# Recent History" in prompt
+    assert "User asked about weather in Tokyo" in prompt
+    assert "Agent fetched forecast via web_search" in prompt
+    assert re.search(r"\[\d{4}-\d{2}-\d{2} \d{2}:\d{2}\]", prompt)
+
+
+def test_recent_history_capped_at_max(tmp_path) -> None:
+    """Only the most recent _MAX_RECENT_HISTORY entries are injected."""
+    workspace = _make_workspace(tmp_path)
+    builder = ContextBuilder(workspace)
+
+    for i in range(builder._MAX_RECENT_HISTORY + 20):
+        builder.memory.append_history(f"entry-{i}")
+
+    prompt = builder.build_system_prompt()
+    assert "entry-0" not in prompt
+    assert "entry-19" not in prompt
+    assert f"entry-{builder._MAX_RECENT_HISTORY + 19}" in prompt
+
+
+def test_no_recent_history_when_dream_has_processed_all(tmp_path) -> None:
+    """If Dream has consumed everything, no Recent History section should appear."""
+    workspace = _make_workspace(tmp_path)
+    builder = ContextBuilder(workspace)
+
+    cursor = builder.memory.append_history("already processed entry")
+    builder.memory.set_last_dream_cursor(cursor)
+
+    prompt = builder.build_system_prompt()
+    assert "# Recent History" not in prompt
+
+
+def test_partial_dream_processing_shows_only_remainder(tmp_path) -> None:
+    """When Dream has processed some entries, only the unprocessed ones appear."""
+    workspace = _make_workspace(tmp_path)
+    builder = ContextBuilder(workspace)
+
+    c1 = builder.memory.append_history("old conversation about Python")
+    c2 = builder.memory.append_history("old conversation about Rust")
+    builder.memory.append_history("recent question about Docker")
+    builder.memory.append_history("recent question about K8s")
+
+    builder.memory.set_last_dream_cursor(c2)
+
+    prompt = builder.build_system_prompt()
+    assert "# Recent History" in prompt
+    assert "old conversation about Python" not in prompt
+    assert "old conversation about Rust" not in prompt
+    assert "recent question about Docker" in prompt
+    assert "recent question about K8s" in prompt
+
+
+def test_execution_rules_in_system_prompt(tmp_path) -> None:
+    """New execution rules should appear in the system prompt."""
+    workspace = _make_workspace(tmp_path)
+    builder = ContextBuilder(workspace)
+
+    prompt = builder.build_system_prompt()
+    assert "Act, don't narrate" in prompt
+    assert "Read before you write" in prompt
+    assert "verify the result" in prompt
+
+
+def test_channel_format_hint_telegram(tmp_path) -> None:
+    """Telegram channel should get messaging-app format hint."""
+    workspace = _make_workspace(tmp_path)
+    builder = ContextBuilder(workspace)
+
+    prompt = builder.build_system_prompt(channel="telegram")
+    assert "Format Hint" in prompt
+    assert "messaging app" in prompt
+
+
+def test_channel_format_hint_whatsapp(tmp_path) -> None:
+    """WhatsApp should get plain-text format hint."""
+    workspace = _make_workspace(tmp_path)
+    builder = ContextBuilder(workspace)
+
+    prompt = builder.build_system_prompt(channel="whatsapp")
+    assert "Format Hint" in prompt
+    assert "plain text only" in prompt
+
+
+def test_channel_format_hint_absent_for_unknown(tmp_path) -> None:
+    """Unknown or None channel should not inject a format hint."""
+    workspace = _make_workspace(tmp_path)
+    builder = ContextBuilder(workspace)
+
+    prompt = builder.build_system_prompt(channel=None)
+    assert "Format Hint" not in prompt
+
+    prompt2 = builder.build_system_prompt(channel="feishu")
+    assert "Format Hint" not in prompt2
+
+
+def test_build_messages_passes_channel_to_system_prompt(tmp_path) -> None:
+    """build_messages should pass channel through to build_system_prompt."""
+    workspace = _make_workspace(tmp_path)
+    builder = ContextBuilder(workspace)
+
+    messages = builder.build_messages(
+        history=[], current_message="hi",
+        channel="telegram", chat_id="123",
+    )
+    system = messages[0]["content"]
+    assert "Format Hint" in system
+    assert "messaging app" in system
+
+
 def test_subagent_result_does_not_create_consecutive_assistant_messages(tmp_path) -> None:
     workspace = _make_workspace(tmp_path)
     builder = ContextBuilder(workspace)

tests/agent/test_dream.py

@@ -6,6 +6,7 @@ from unittest.mock import AsyncMock, MagicMock
 
 from nanobot.agent.memory import Dream, MemoryStore
 from nanobot.agent.runner import AgentRunResult
+from nanobot.agent.skills import BUILTIN_SKILLS_DIR
 
 
 @pytest.fixture
@@ -95,3 +96,30 @@ class TestDreamRun:
         entries = store.read_unprocessed_history(since_cursor=0)
         assert all(e["cursor"] > 0 for e in entries)
 
+    async def test_skill_phase_uses_builtin_skill_creator_path(self, dream, mock_provider, mock_runner, store):
+        """Dream should point skill creation guidance at the builtin skill-creator template."""
+        store.append_history("Repeated workflow one")
+        store.append_history("Repeated workflow two")
+        mock_provider.chat_with_retry.return_value = MagicMock(content="[SKILL] test-skill: test description")
+        mock_runner.run = AsyncMock(return_value=_make_run_result())
+
+        await dream.run()
+
+        spec = mock_runner.run.call_args[0][0]
+        system_prompt = spec.initial_messages[0]["content"]
+        expected = str(BUILTIN_SKILLS_DIR / "skill-creator" / "SKILL.md")
+        assert expected in system_prompt
+
+    async def test_skill_write_tool_accepts_workspace_relative_skill_path(self, dream, store):
+        """Dream skill creation should allow skills/<name>/SKILL.md relative to workspace root."""
+        write_tool = dream._tools.get("write_file")
+        assert write_tool is not None
+
+        result = await write_tool.execute(
+            path="skills/test-skill/SKILL.md",
+            content="---\nname: test-skill\ndescription: Test\n---\n",
+        )
+
+        assert "Successfully wrote" in result
+        assert (store.workspace / "skills" / "test-skill" / "SKILL.md").exists()
+

tests/agent/test_gemini_thought_signature.py

@@ -184,17 +184,22 @@ def test_stale_extra_content_in_tool_calls_survives_sanitize() -> None:
     with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI"):
         provider = OpenAICompatProvider()
 
-    messages = [{
-        "role": "assistant",
-        "content": None,
-        "tool_calls": [{
-            "id": "call_1",
-            "type": "function",
-            "function": {"name": "fn", "arguments": "{}"},
-            "extra_content": GEMINI_EXTRA,
-        }],
-    }]
+    messages = [
+        {"role": "user", "content": "hi"},
+        {
+            "role": "assistant",
+            "content": None,
+            "tool_calls": [{
+                "id": "call_1",
+                "type": "function",
+                "function": {"name": "fn", "arguments": "{}"},
+                "extra_content": GEMINI_EXTRA,
+            }],
+        },
+        {"role": "tool", "content": "ok", "tool_call_id": "call_1"},
+        {"role": "user", "content": "thanks"},
+    ]
 
     sanitized = provider._sanitize_messages(messages)
 
-    assert sanitized[0]["tool_calls"][0]["extra_content"] == GEMINI_EXTRA
+    assert sanitized[1]["tool_calls"][0]["extra_content"] == GEMINI_EXTRA

tests/agent/test_hook_composite.py

@@ -232,6 +232,35 @@ async def test_composite_empty_hooks_no_ops():
     assert hook.finalize_content(ctx, "test") == "test"
 
 
+@pytest.mark.asyncio
+async def test_composite_supports_legacy_hook_init_without_super():
+    calls: list[str] = []
+
+    class LegacyHook(AgentHook):
+        def __init__(self, label: str) -> None:
+            self.label = label
+
+        async def before_iteration(self, context: AgentHookContext) -> None:
+            calls.append(self.label)
+
+    hook = CompositeHook([LegacyHook("legacy")])
+    await hook.before_iteration(_ctx())
+    assert calls == ["legacy"]
+
+
+@pytest.mark.asyncio
+async def test_composite_can_wrap_another_composite():
+    calls: list[str] = []
+
+    class Inner(AgentHook):
+        async def before_iteration(self, context: AgentHookContext) -> None:
+            calls.append("inner")
+
+    hook = CompositeHook([CompositeHook([Inner()])])
+    await hook.before_iteration(_ctx())
+    assert calls == ["inner"]
+
+
 # ---------------------------------------------------------------------------
 # Integration: AgentLoop with extra hooks
 # ---------------------------------------------------------------------------
@@ -278,7 +307,7 @@ async def test_agent_loop_extra_hook_receives_calls(tmp_path):
     )
     loop.tools.get_definitions = MagicMock(return_value=[])
 
-    content, tools_used, messages = await loop._run_agent_loop(
+    content, tools_used, messages, _, _ = await loop._run_agent_loop(
         [{"role": "user", "content": "hi"}]
     )
 
@@ -302,7 +331,7 @@ async def test_agent_loop_extra_hook_error_isolation(tmp_path):
     )
     loop.tools.get_definitions = MagicMock(return_value=[])
 
-    content, _, _ = await loop._run_agent_loop(
+    content, _, _, _, _ = await loop._run_agent_loop(
         [{"role": "user", "content": "hi"}]
     )
 
@@ -344,7 +373,7 @@ async def test_agent_loop_no_hooks_backward_compat(tmp_path):
     loop.tools.execute = AsyncMock(return_value="ok")
     loop.max_iterations = 2
 
-    content, tools_used, _ = await loop._run_agent_loop([])
+    content, tools_used, _, _, _ = await loop._run_agent_loop([])
     assert content == (
         "I reached the maximum number of tool call iterations (2) "
         "without completing the task. You can try breaking the task into smaller steps."

tests/agent/test_loop_save_turn.py

@@ -1,5 +1,13 @@
+import asyncio
+from pathlib import Path
+from unittest.mock import AsyncMock, MagicMock
+
+import pytest
+
 from nanobot.agent.context import ContextBuilder
 from nanobot.agent.loop import AgentLoop
+from nanobot.bus.events import InboundMessage
+from nanobot.bus.queue import MessageBus
 from nanobot.session.manager import Session
 
 
@@ -11,6 +19,12 @@ def _mk_loop() -> AgentLoop:
     return loop
 
 
+def _make_full_loop(tmp_path: Path) -> AgentLoop:
+    provider = MagicMock()
+    provider.get_default_model.return_value = "test-model"
+    return AgentLoop(bus=MessageBus(), provider=provider, workspace=tmp_path, model="test-model")
+
+
 def test_save_turn_skips_multimodal_user_when_only_runtime_context() -> None:
     loop = _mk_loop()
     session = Session(key="test:runtime-only")
@@ -200,3 +214,206 @@ def test_restore_runtime_checkpoint_dedupes_overlapping_tail() -> None:
     assert session.messages[0]["role"] == "assistant"
     assert session.messages[1]["tool_call_id"] == "call_done"
     assert session.messages[2]["tool_call_id"] == "call_pending"
+
+
+@pytest.mark.asyncio
+async def test_process_message_persists_user_message_before_turn_completes(tmp_path: Path) -> None:
+    loop = _make_full_loop(tmp_path)
+    loop.consolidator.maybe_consolidate_by_tokens = AsyncMock(return_value=False)  # type: ignore[method-assign]
+    loop._run_agent_loop = AsyncMock(side_effect=RuntimeError("boom"))  # type: ignore[method-assign]
+
+    msg = InboundMessage(channel="feishu", sender_id="u1", chat_id="c1", content="persist me")
+    with pytest.raises(RuntimeError, match="boom"):
+        await loop._process_message(msg)
+
+    loop.sessions.invalidate("feishu:c1")
+    persisted = loop.sessions.get_or_create("feishu:c1")
+    assert [m["role"] for m in persisted.messages] == ["user"]
+    assert persisted.messages[0]["content"] == "persist me"
+    assert persisted.metadata.get(AgentLoop._PENDING_USER_TURN_KEY) is True
+    assert persisted.updated_at >= persisted.created_at
+
+
+@pytest.mark.asyncio
+async def test_process_message_does_not_duplicate_early_persisted_user_message(tmp_path: Path) -> None:
+    loop = _make_full_loop(tmp_path)
+    loop.consolidator.maybe_consolidate_by_tokens = AsyncMock(return_value=False)  # type: ignore[method-assign]
+    loop._run_agent_loop = AsyncMock(return_value=(
+        "done",
+        None,
+        [
+            {"role": "system", "content": "system"},
+            {"role": "user", "content": "hello"},
+            {"role": "assistant", "content": "done"},
+        ],
+        "stop",
+        False,
+    ))  # type: ignore[method-assign]
+
+    result = await loop._process_message(
+        InboundMessage(channel="feishu", sender_id="u1", chat_id="c2", content="hello")
+    )
+
+    assert result is not None
+    assert result.content == "done"
+    session = loop.sessions.get_or_create("feishu:c2")
+    assert [
+        {k: v for k, v in m.items() if k in {"role", "content"}}
+        for m in session.messages
+    ] == [
+        {"role": "user", "content": "hello"},
+        {"role": "assistant", "content": "done"},
+    ]
+    assert AgentLoop._PENDING_USER_TURN_KEY not in session.metadata
+
+
+@pytest.mark.asyncio
+async def test_next_turn_after_crash_closes_pending_user_turn_before_new_input(tmp_path: Path) -> None:
+    loop = _make_full_loop(tmp_path)
+    loop.consolidator.maybe_consolidate_by_tokens = AsyncMock(return_value=False)  # type: ignore[method-assign]
+    loop.provider.chat_with_retry = AsyncMock(return_value=MagicMock())  # unused because _run_agent_loop is stubbed
+
+    session = loop.sessions.get_or_create("feishu:c3")
+    session.add_message("user", "old question")
+    session.metadata[AgentLoop._PENDING_USER_TURN_KEY] = True
+    loop.sessions.save(session)
+
+    loop._run_agent_loop = AsyncMock(return_value=(
+        "new answer",
+        None,
+        [
+            {"role": "system", "content": "system"},
+            {"role": "user", "content": "old question"},
+            {"role": "assistant", "content": "Error: Task interrupted before a response was generated."},
+            {"role": "user", "content": "new question"},
+            {"role": "assistant", "content": "new answer"},
+        ],
+        "stop",
+        False,
+    ))  # type: ignore[method-assign]
+
+    result = await loop._process_message(
+        InboundMessage(channel="feishu", sender_id="u1", chat_id="c3", content="new question")
+    )
+
+    assert result is not None
+    assert result.content == "new answer"
+    session = loop.sessions.get_or_create("feishu:c3")
+    assert [
+        {k: v for k, v in m.items() if k in {"role", "content"}}
+        for m in session.messages
+    ] == [
+        {"role": "user", "content": "old question"},
+        {"role": "assistant", "content": "Error: Task interrupted before a response was generated."},
+        {"role": "user", "content": "new question"},
+        {"role": "assistant", "content": "new answer"},
+    ]
+    assert AgentLoop._PENDING_USER_TURN_KEY not in session.metadata
+
+
+@pytest.mark.asyncio
+async def test_stop_preserves_runtime_checkpoint_for_next_turn(tmp_path: Path) -> None:
+    from nanobot.command.builtin import cmd_stop
+    from nanobot.command.router import CommandContext
+
+    loop = _make_full_loop(tmp_path)
+    loop.consolidator.maybe_consolidate_by_tokens = AsyncMock(return_value=False)  # type: ignore[method-assign]
+
+    checkpoint_saved = asyncio.Event()
+
+    async def interrupted_run_agent_loop(_initial_messages, *, session=None, **_kwargs):
+        assert session is not None
+        loop._set_runtime_checkpoint(
+            session,
+            {
+                "assistant_message": {
+                    "role": "assistant",
+                    "content": "working",
+                    "tool_calls": [
+                        {
+                            "id": "call_done",
+                            "type": "function",
+                            "function": {"name": "read_file", "arguments": "{}"},
+                        },
+                        {
+                            "id": "call_pending",
+                            "type": "function",
+                            "function": {"name": "exec", "arguments": "{}"},
+                        },
+                    ],
+                },
+                "completed_tool_results": [
+                    {
+                        "role": "tool",
+                        "tool_call_id": "call_done",
+                        "name": "read_file",
+                        "content": "ok",
+                    }
+                ],
+                "pending_tool_calls": [
+                    {
+                        "id": "call_pending",
+                        "type": "function",
+                        "function": {"name": "exec", "arguments": "{}"},
+                    }
+                ],
+            },
+        )
+        checkpoint_saved.set()
+        await asyncio.Event().wait()
+
+    loop._run_agent_loop = interrupted_run_agent_loop  # type: ignore[method-assign]
+
+    first_msg = InboundMessage(channel="feishu", sender_id="u1", chat_id="c4", content="keep progress")
+    task = asyncio.create_task(loop._process_message(first_msg))
+    loop._active_tasks[first_msg.session_key] = [task]
+    await asyncio.wait_for(checkpoint_saved.wait(), timeout=1.0)
+
+    stop_msg = InboundMessage(channel="feishu", sender_id="u1", chat_id="c4", content="/stop")
+    stop_ctx = CommandContext(msg=stop_msg, session=None, key=stop_msg.session_key, raw="/stop", loop=loop)
+    stop_result = await cmd_stop(stop_ctx)
+
+    assert "Stopped 1 task" in stop_result.content
+    assert task.done()
+
+    loop.sessions.invalidate("feishu:c4")
+    interrupted = loop.sessions.get_or_create("feishu:c4")
+    assert interrupted.metadata.get(AgentLoop._PENDING_USER_TURN_KEY) is True
+    assert interrupted.metadata.get(AgentLoop._RUNTIME_CHECKPOINT_KEY) is not None
+
+    async def resumed_run_agent_loop(initial_messages, **_kwargs):
+        return (
+            "next answer",
+            None,
+            [*initial_messages, {"role": "assistant", "content": "next answer"}],
+            "stop",
+            False,
+        )
+
+    loop._run_agent_loop = resumed_run_agent_loop  # type: ignore[method-assign]
+    result = await loop._process_message(
+        InboundMessage(channel="feishu", sender_id="u1", chat_id="c4", content="continue here")
+    )
+
+    assert result is not None
+    assert result.content == "next answer"
+
+    session = loop.sessions.get_or_create("feishu:c4")
+    assert [
+        {k: v for k, v in m.items() if k in {"role", "content", "tool_call_id", "name"}}
+        for m in session.messages
+    ] == [
+        {"role": "user", "content": "keep progress"},
+        {"role": "assistant", "content": "working"},
+        {"role": "tool", "tool_call_id": "call_done", "name": "read_file", "content": "ok"},
+        {
+            "role": "tool",
+            "tool_call_id": "call_pending",
+            "name": "exec",
+            "content": "Error: Task interrupted before this tool finished.",
+        },
+        {"role": "user", "content": "continue here"},
+        {"role": "assistant", "content": "next answer"},
+    ]
+    assert AgentLoop._PENDING_USER_TURN_KEY not in session.metadata
+    assert AgentLoop._RUNTIME_CHECKPOINT_KEY not in session.metadata

tests/agent/test_mcp_connection.py

@@ -0,0 +1,44 @@
+"""Tests for MCP connection lifecycle in AgentLoop."""
+
+from __future__ import annotations
+
+from unittest.mock import MagicMock
+
+import pytest
+
+from nanobot.agent.loop import AgentLoop
+from nanobot.bus.queue import MessageBus
+
+
+def _make_loop(tmp_path, *, mcp_servers: dict | None = None) -> AgentLoop:
+    bus = MessageBus()
+    provider = MagicMock()
+    provider.get_default_model.return_value = "test-model"
+    provider.generation.max_tokens = 4096
+    return AgentLoop(
+        bus=bus,
+        provider=provider,
+        workspace=tmp_path,
+        model="test-model",
+        mcp_servers=mcp_servers or {"test": object()},
+    )
+
+
+@pytest.mark.asyncio
+async def test_connect_mcp_retries_when_no_servers_connect(tmp_path, monkeypatch: pytest.MonkeyPatch):
+    loop = _make_loop(tmp_path)
+    attempts = 0
+
+    async def _fake_connect(_servers, _registry):
+        nonlocal attempts
+        attempts += 1
+        return {}
+
+    monkeypatch.setattr("nanobot.agent.tools.mcp.connect_mcp_servers", _fake_connect)
+
+    await loop._connect_mcp()
+    await loop._connect_mcp()
+
+    assert attempts == 2
+    assert loop._mcp_connected is False
+    assert loop._mcp_stacks == {}

tests/agent/test_skills_loader.py

@@ -250,3 +250,63 @@ def test_list_skills_openclaw_metadata_parsed_for_requirements(
     assert entries == [
         {"name": "openclaw_skill", "path": str(skill_path), "source": "workspace"},
     ]
+
+
+def test_disabled_skills_excluded_from_list(tmp_path: Path) -> None:
+    workspace = tmp_path / "ws"
+    ws_skills = workspace / "skills"
+    ws_skills.mkdir(parents=True)
+    _write_skill(ws_skills, "alpha", body="# Alpha")
+    beta_path = _write_skill(ws_skills, "beta", body="# Beta")
+    builtin = tmp_path / "builtin"
+    builtin.mkdir()
+
+    loader = SkillsLoader(workspace, builtin_skills_dir=builtin, disabled_skills={"alpha"})
+    entries = loader.list_skills(filter_unavailable=False)
+    assert len(entries) == 1
+    assert entries[0]["name"] == "beta"
+    assert entries[0]["path"] == str(beta_path)
+
+
+def test_disabled_skills_empty_set_no_effect(tmp_path: Path) -> None:
+    workspace = tmp_path / "ws"
+    ws_skills = workspace / "skills"
+    ws_skills.mkdir(parents=True)
+    _write_skill(ws_skills, "alpha", body="# Alpha")
+    _write_skill(ws_skills, "beta", body="# Beta")
+    builtin = tmp_path / "builtin"
+    builtin.mkdir()
+
+    loader = SkillsLoader(workspace, builtin_skills_dir=builtin, disabled_skills=set())
+    entries = loader.list_skills(filter_unavailable=False)
+    assert len(entries) == 2
+
+
+def test_disabled_skills_excluded_from_build_skills_summary(tmp_path: Path) -> None:
+    workspace = tmp_path / "ws"
+    ws_skills = workspace / "skills"
+    ws_skills.mkdir(parents=True)
+    _write_skill(ws_skills, "alpha", body="# Alpha")
+    _write_skill(ws_skills, "beta", body="# Beta")
+    builtin = tmp_path / "builtin"
+    builtin.mkdir()
+
+    loader = SkillsLoader(workspace, builtin_skills_dir=builtin, disabled_skills={"alpha"})
+    summary = loader.build_skills_summary()
+    assert "alpha" not in summary
+    assert "beta" in summary
+
+
+def test_disabled_skills_excluded_from_get_always_skills(tmp_path: Path) -> None:
+    workspace = tmp_path / "ws"
+    ws_skills = workspace / "skills"
+    ws_skills.mkdir(parents=True)
+    _write_skill(ws_skills, "alpha", metadata_json={"always": True}, body="# Alpha")
+    _write_skill(ws_skills, "beta", metadata_json={"always": True}, body="# Beta")
+    builtin = tmp_path / "builtin"
+    builtin.mkdir()
+
+    loader = SkillsLoader(workspace, builtin_skills_dir=builtin, disabled_skills={"alpha"})
+    always = loader.get_always_skills()
+    assert "alpha" not in always
+    assert "beta" in always

tests/agent/test_tool_hint.py

@@ -52,6 +52,53 @@ class TestToolHintKnownTools:
         assert result.startswith("$ ")
         assert len(result) <= 50  # reasonable limit
 
+    def test_exec_abbreviates_paths_in_command(self):
+        """Windows paths in exec commands should be folded, not blindly truncated."""
+        cmd = "cd D:\\Documents\\GitHub\\nanobot\\.worktree\\tomain\\nanobot && git diff origin/main...pr-2706 --name-only 2>&1"
+        result = _hint([_tc("exec", {"command": cmd})])
+        assert "\u2026/" in result  # path should be folded with …/
+        assert "worktree" not in result  # middle segments should be collapsed
+
+    def test_exec_abbreviates_linux_paths(self):
+        """Unix absolute paths in exec commands should be folded."""
+        cmd = "cd /home/user/projects/nanobot/.worktree/tomain && make build"
+        result = _hint([_tc("exec", {"command": cmd})])
+        assert "\u2026/" in result
+        assert "projects" not in result
+
+    def test_exec_abbreviates_home_paths(self):
+        """~/ paths in exec commands should be folded."""
+        cmd = "cd ~/projects/nanobot/workspace && pytest tests/"
+        result = _hint([_tc("exec", {"command": cmd})])
+        assert "\u2026/" in result
+
+    def test_exec_abbreviates_quoted_linux_paths_with_spaces(self):
+        """Quoted Unix paths with spaces should still be folded."""
+        cmd = 'cd "/home/user/My Documents/project" && pytest tests/'
+        result = _hint([_tc("exec", {"command": cmd})])
+        assert "\u2026/" in result
+        assert '"/home/user/My Documents/project"' not in result
+        assert '"' in result
+
+    def test_exec_abbreviates_quoted_windows_paths_with_spaces(self):
+        """Quoted Windows paths with spaces should still be folded."""
+        cmd = 'cd "C:/Program Files/Git/project" && git status'
+        result = _hint([_tc("exec", {"command": cmd})])
+        assert "\u2026/" in result
+        assert '"C:/Program Files/Git/project"' not in result
+        assert '"' in result
+
+    def test_exec_short_command_unchanged(self):
+        result = _hint([_tc("exec", {"command": "npm install typescript"})])
+        assert result == "$ npm install typescript"
+
+    def test_exec_chained_commands_truncated_not_mid_path(self):
+        """Long chained commands should truncate preserving abbreviated paths."""
+        cmd = "cd D:\\Documents\\GitHub\\project && npm run build && npm test"
+        result = _hint([_tc("exec", {"command": cmd})])
+        assert "\u2026/" in result  # path folded
+        assert "npm" in result  # chained command still visible
+
     def test_web_search(self):
         result = _hint([_tc("web_search", {"query": "Claude 4 vs GPT-4"})])
         assert result == 'search "Claude 4 vs GPT-4"'
@@ -105,22 +152,30 @@ class TestToolHintFolding:
         result = _hint(calls)
         assert "\u00d7" not in result
 
-    def test_two_consecutive_same_folded(self):
+    def test_two_consecutive_different_args_not_folded(self):
         calls = [
             _tc("grep", {"pattern": "*.py"}),
             _tc("grep", {"pattern": "*.ts"}),
         ]
         result = _hint(calls)
+        assert "\u00d7" not in result
+
+    def test_two_consecutive_same_args_folded(self):
+        calls = [
+            _tc("grep", {"pattern": "TODO"}),
+            _tc("grep", {"pattern": "TODO"}),
+        ]
+        result = _hint(calls)
         assert "\u00d7 2" in result
 
-    def test_three_consecutive_same_folded(self):
+    def test_three_consecutive_different_args_not_folded(self):
         calls = [
             _tc("read_file", {"path": "a.py"}),
             _tc("read_file", {"path": "b.py"}),
             _tc("read_file", {"path": "c.py"}),
         ]
         result = _hint(calls)
-        assert "\u00d7 3" in result
+        assert "\u00d7" not in result
 
     def test_different_tools_not_folded(self):
         calls = [
@@ -187,7 +242,7 @@ class TestToolHintMixedFolding:
     """G4: Mixed folding groups with interleaved same-tool segments."""
 
     def test_read_read_grep_grep_read(self):
-        """read×2, grep×2, read — should produce two separate groups."""
+        """All different args — each hint listed separately."""
         calls = [
             _tc("read_file", {"path": "a.py"}),
             _tc("read_file", {"path": "b.py"}),
@@ -196,7 +251,6 @@ class TestToolHintMixedFolding:
             _tc("read_file", {"path": "c.py"}),
         ]
         result = _hint(calls)
-        assert "\u00d7 2" in result
-        # Should have 3 groups: read×2, grep×2, read
+        assert "\u00d7" not in result
         parts = result.split(", ")
-        assert len(parts) == 3
+        assert len(parts) == 5

tests/agent/test_unified_session.py

@@ -0,0 +1,502 @@
+"""Tests for unified_session feature.
+
+Covers:
+- AgentLoop._dispatch() rewrites session_key to "unified:default" when enabled
+- Existing session_key_override is respected (not overwritten)
+- Feature is off by default (no behavior change for existing users)
+- Config schema serialises unified_session as camelCase "unifiedSession"
+- onboard-generated config.json contains "unifiedSession" key
+- /new command correctly clears the shared session in unified mode
+- /new is NOT a priority command (goes through _dispatch, key rewrite applies)
+- Context window consolidation is unaffected by unified_session
+"""
+
+import asyncio
+import json
+from pathlib import Path
+from types import SimpleNamespace
+from unittest.mock import AsyncMock, MagicMock, patch
+
+import pytest
+
+from nanobot.agent.loop import AgentLoop
+from nanobot.bus.events import InboundMessage
+from nanobot.bus.queue import MessageBus
+from nanobot.command.builtin import cmd_new, register_builtin_commands
+from nanobot.command.router import CommandContext, CommandRouter
+from nanobot.config.schema import AgentDefaults, Config
+from nanobot.session.manager import Session, SessionManager
+
+
+# ---------------------------------------------------------------------------
+# Helpers
+# ---------------------------------------------------------------------------
+
+def _make_loop(tmp_path: Path, unified_session: bool = False) -> AgentLoop:
+    """Create a minimal AgentLoop for dispatch-level tests."""
+    bus = MessageBus()
+    provider = MagicMock()
+    provider.get_default_model.return_value = "test-model"
+
+    with patch("nanobot.agent.loop.SessionManager"), \
+         patch("nanobot.agent.loop.SubagentManager") as MockSubMgr, \
+         patch("nanobot.agent.loop.Dream"):
+        MockSubMgr.return_value.cancel_by_session = AsyncMock(return_value=0)
+        loop = AgentLoop(
+            bus=bus,
+            provider=provider,
+            workspace=tmp_path,
+            unified_session=unified_session,
+        )
+    return loop
+
+
+def _make_msg(channel: str = "telegram", chat_id: str = "111",
+              session_key_override: str | None = None) -> InboundMessage:
+    return InboundMessage(
+        channel=channel,
+        chat_id=chat_id,
+        sender_id="user1",
+        content="hello",
+        session_key_override=session_key_override,
+    )
+
+
+# ---------------------------------------------------------------------------
+# TestUnifiedSessionDispatch — core behaviour
+# ---------------------------------------------------------------------------
+
+class TestUnifiedSessionDispatch:
+    """AgentLoop._dispatch() session key rewriting logic."""
+
+    @pytest.mark.asyncio
+    async def test_unified_session_rewrites_key_to_unified_default(self, tmp_path: Path):
+        """When unified_session=True, all messages use 'unified:default' as session key."""
+        loop = _make_loop(tmp_path, unified_session=True)
+
+        captured: list[str] = []
+
+        async def fake_process(msg, **kwargs):
+            captured.append(msg.session_key)
+            return None
+
+        loop._process_message = fake_process  # type: ignore[method-assign]
+
+        msg = _make_msg(channel="telegram", chat_id="111")
+        await loop._dispatch(msg)
+
+        assert captured == ["unified:default"]
+
+    @pytest.mark.asyncio
+    async def test_unified_session_different_channels_share_same_key(self, tmp_path: Path):
+        """Messages from different channels all resolve to the same session key."""
+        loop = _make_loop(tmp_path, unified_session=True)
+
+        captured: list[str] = []
+
+        async def fake_process(msg, **kwargs):
+            captured.append(msg.session_key)
+            return None
+
+        loop._process_message = fake_process  # type: ignore[method-assign]
+
+        await loop._dispatch(_make_msg(channel="telegram", chat_id="111"))
+        await loop._dispatch(_make_msg(channel="discord", chat_id="222"))
+        await loop._dispatch(_make_msg(channel="cli", chat_id="direct"))
+
+        assert captured == ["unified:default", "unified:default", "unified:default"]
+
+    @pytest.mark.asyncio
+    async def test_unified_session_disabled_preserves_original_key(self, tmp_path: Path):
+        """When unified_session=False (default), session key is channel:chat_id as usual."""
+        loop = _make_loop(tmp_path, unified_session=False)
+
+        captured: list[str] = []
+
+        async def fake_process(msg, **kwargs):
+            captured.append(msg.session_key)
+            return None
+
+        loop._process_message = fake_process  # type: ignore[method-assign]
+
+        msg = _make_msg(channel="telegram", chat_id="999")
+        await loop._dispatch(msg)
+
+        assert captured == ["telegram:999"]
+
+    @pytest.mark.asyncio
+    async def test_unified_session_respects_existing_override(self, tmp_path: Path):
+        """If session_key_override is already set (e.g. Telegram thread), it is NOT overwritten."""
+        loop = _make_loop(tmp_path, unified_session=True)
+
+        captured: list[str] = []
+
+        async def fake_process(msg, **kwargs):
+            captured.append(msg.session_key)
+            return None
+
+        loop._process_message = fake_process  # type: ignore[method-assign]
+
+        msg = _make_msg(channel="telegram", chat_id="111", session_key_override="telegram:thread:42")
+        await loop._dispatch(msg)
+
+        assert captured == ["telegram:thread:42"]
+
+    def test_unified_session_default_is_false(self, tmp_path: Path):
+        """unified_session defaults to False — no behavior change for existing users."""
+        loop = _make_loop(tmp_path)
+        assert loop._unified_session is False
+
+
+# ---------------------------------------------------------------------------
+# TestUnifiedSessionConfig — schema & serialisation
+# ---------------------------------------------------------------------------
+
+class TestUnifiedSessionConfig:
+    """Config schema and onboard serialisation for unified_session."""
+
+    def test_agent_defaults_unified_session_default_is_false(self):
+        """AgentDefaults.unified_session defaults to False."""
+        defaults = AgentDefaults()
+        assert defaults.unified_session is False
+
+    def test_agent_defaults_unified_session_can_be_enabled(self):
+        """AgentDefaults.unified_session can be set to True."""
+        defaults = AgentDefaults(unified_session=True)
+        assert defaults.unified_session is True
+
+    def test_config_serialises_unified_session_as_camel_case(self):
+        """model_dump(by_alias=True) outputs 'unifiedSession' (camelCase) for JSON."""
+        config = Config()
+        data = config.model_dump(mode="json", by_alias=True)
+        agents_defaults = data["agents"]["defaults"]
+        assert "unifiedSession" in agents_defaults
+        assert agents_defaults["unifiedSession"] is False
+
+    def test_config_parses_unified_session_from_camel_case(self):
+        """Config can be loaded from JSON with camelCase 'unifiedSession'."""
+        raw = {"agents": {"defaults": {"unifiedSession": True}}}
+        config = Config.model_validate(raw)
+        assert config.agents.defaults.unified_session is True
+
+    def test_config_parses_unified_session_from_snake_case(self):
+        """Config also accepts snake_case 'unified_session' (populate_by_name=True)."""
+        raw = {"agents": {"defaults": {"unified_session": True}}}
+        config = Config.model_validate(raw)
+        assert config.agents.defaults.unified_session is True
+
+    def test_onboard_generated_config_contains_unified_session(self, tmp_path: Path):
+        """save_config() writes 'unifiedSession' into config.json (simulates nanobot onboard)."""
+        from nanobot.config.loader import save_config
+
+        config = Config()
+        config_path = tmp_path / "config.json"
+        save_config(config, config_path)
+
+        with open(config_path, encoding="utf-8") as f:
+            data = json.load(f)
+
+        agents_defaults = data["agents"]["defaults"]
+        assert "unifiedSession" in agents_defaults, (
+            "onboard-generated config.json must contain 'unifiedSession' key"
+        )
+        assert agents_defaults["unifiedSession"] is False
+
+
+# ---------------------------------------------------------------------------
+# TestCmdNewUnifiedSession — /new command behaviour in unified mode
+# ---------------------------------------------------------------------------
+
+class TestCmdNewUnifiedSession:
+    """/new command routing and session-clear behaviour in unified mode."""
+
+    def test_new_is_not_a_priority_command(self):
+        """/new must NOT be in the priority table — it must go through _dispatch()
+        so the unified session key rewrite applies before cmd_new runs."""
+        router = CommandRouter()
+        register_builtin_commands(router)
+        assert router.is_priority("/new") is False
+
+    def test_new_is_an_exact_command(self):
+        """/new must be registered as an exact command."""
+        router = CommandRouter()
+        register_builtin_commands(router)
+        assert "/new" in router._exact
+
+    @pytest.mark.asyncio
+    async def test_cmd_new_clears_unified_session(self, tmp_path: Path):
+        """cmd_new called with key='unified:default' clears the shared session."""
+        sessions = SessionManager(tmp_path)
+
+        # Pre-populate the shared session with some messages
+        shared = sessions.get_or_create("unified:default")
+        shared.add_message("user", "hello from telegram")
+        shared.add_message("assistant", "hi there")
+        sessions.save(shared)
+        assert len(sessions.get_or_create("unified:default").messages) == 2
+
+        # _schedule_background is a *sync* method that schedules a coroutine via
+        # asyncio.create_task().  Mirror that exactly so the coroutine is consumed
+        # and no RuntimeWarning is emitted.
+        loop = SimpleNamespace(
+            sessions=sessions,
+            consolidator=SimpleNamespace(archive=AsyncMock(return_value=True)),
+        )
+        loop._schedule_background = lambda coro: asyncio.ensure_future(coro)
+
+        msg = InboundMessage(
+            channel="telegram", sender_id="user1", chat_id="111", content="/new",
+            session_key_override="unified:default",  # as _dispatch() would set it
+        )
+        ctx = CommandContext(msg=msg, session=None, key="unified:default", raw="/new", loop=loop)
+
+        result = await cmd_new(ctx)
+
+        assert "New session started" in result.content
+        # Invalidate cache and reload from disk to confirm persistence
+        sessions.invalidate("unified:default")
+        reloaded = sessions.get_or_create("unified:default")
+        assert reloaded.messages == []
+
+    @pytest.mark.asyncio
+    async def test_cmd_new_in_unified_mode_does_not_affect_other_sessions(self, tmp_path: Path):
+        """Clearing unified:default must not touch other sessions on disk."""
+        sessions = SessionManager(tmp_path)
+
+        other = sessions.get_or_create("discord:999")
+        other.add_message("user", "discord message")
+        sessions.save(other)
+
+        shared = sessions.get_or_create("unified:default")
+        shared.add_message("user", "shared message")
+        sessions.save(shared)
+
+        loop = SimpleNamespace(
+            sessions=sessions,
+            consolidator=SimpleNamespace(archive=AsyncMock(return_value=True)),
+        )
+        loop._schedule_background = lambda coro: asyncio.ensure_future(coro)
+
+        msg = InboundMessage(
+            channel="telegram", sender_id="user1", chat_id="111", content="/new",
+            session_key_override="unified:default",
+        )
+        ctx = CommandContext(msg=msg, session=None, key="unified:default", raw="/new", loop=loop)
+        await cmd_new(ctx)
+
+        sessions.invalidate("unified:default")
+        sessions.invalidate("discord:999")
+        assert sessions.get_or_create("unified:default").messages == []
+        assert len(sessions.get_or_create("discord:999").messages) == 1
+
+
+# ---------------------------------------------------------------------------
+# TestConsolidationUnaffectedByUnifiedSession — consolidation is key-agnostic
+# ---------------------------------------------------------------------------
+
+class TestConsolidationUnaffectedByUnifiedSession:
+    """maybe_consolidate_by_tokens() behaviour is identical regardless of session key."""
+
+    @pytest.mark.asyncio
+    async def test_consolidation_skips_empty_session_for_unified_key(self):
+        """Empty unified:default session → consolidation exits immediately, archive not called."""
+        from nanobot.agent.memory import Consolidator, MemoryStore
+
+        store = MagicMock(spec=MemoryStore)
+        mock_provider = MagicMock()
+        mock_provider.chat_with_retry = AsyncMock(return_value=MagicMock(content="summary"))
+        # Use spec= so MagicMock doesn't auto-generate AsyncMock for non-async methods,
+        # which would leave unawaited coroutines and trigger RuntimeWarning.
+        sessions = MagicMock(spec=SessionManager)
+
+        consolidator = Consolidator(
+            store=store,
+            provider=mock_provider,
+            model="test-model",
+            sessions=sessions,
+            context_window_tokens=1000,
+            build_messages=MagicMock(return_value=[]),
+            get_tool_definitions=MagicMock(return_value=[]),
+            max_completion_tokens=100,
+        )
+        consolidator.archive = AsyncMock()
+
+        session = Session(key="unified:default")
+        session.messages = []
+
+        await consolidator.maybe_consolidate_by_tokens(session)
+
+        consolidator.archive.assert_not_called()
+
+    @pytest.mark.asyncio
+    async def test_consolidation_behaviour_identical_for_any_key(self):
+        """archive call count is the same for 'telegram:123' and 'unified:default'
+        under identical token conditions."""
+        from nanobot.agent.memory import Consolidator, MemoryStore
+
+        archive_calls: dict[str, int] = {}
+
+        for key in ("telegram:123", "unified:default"):
+            store = MagicMock(spec=MemoryStore)
+            mock_provider = MagicMock()
+            mock_provider.chat_with_retry = AsyncMock(return_value=MagicMock(content="summary"))
+            sessions = MagicMock(spec=SessionManager)
+
+            consolidator = Consolidator(
+                store=store,
+                provider=mock_provider,
+                model="test-model",
+                sessions=sessions,
+                context_window_tokens=1000,
+                build_messages=MagicMock(return_value=[]),
+                get_tool_definitions=MagicMock(return_value=[]),
+                max_completion_tokens=100,
+            )
+
+            session = Session(key=key)
+            session.messages = []  # empty → exits immediately for both keys
+
+            consolidator.archive = AsyncMock()
+            await consolidator.maybe_consolidate_by_tokens(session)
+            archive_calls[key] = consolidator.archive.call_count
+
+        assert archive_calls["telegram:123"] == archive_calls["unified:default"] == 0
+
+    @pytest.mark.asyncio
+    async def test_consolidation_triggers_when_over_budget_unified_key(self):
+        """When tokens exceed budget, consolidation attempts to find a boundary —
+        behaviour is identical to any other session key."""
+        from nanobot.agent.memory import Consolidator, MemoryStore
+
+        store = MagicMock(spec=MemoryStore)
+        mock_provider = MagicMock()
+        sessions = MagicMock(spec=SessionManager)
+
+        consolidator = Consolidator(
+            store=store,
+            provider=mock_provider,
+            model="test-model",
+            sessions=sessions,
+            context_window_tokens=1000,
+            build_messages=MagicMock(return_value=[]),
+            get_tool_definitions=MagicMock(return_value=[]),
+            max_completion_tokens=100,
+        )
+
+        session = Session(key="unified:default")
+        session.messages = [{"role": "user", "content": "msg"}]
+
+        # Simulate over-budget: estimated > budget
+        consolidator.estimate_session_prompt_tokens = MagicMock(return_value=(950, "tiktoken"))
+        # No valid boundary found → returns gracefully without archiving
+        consolidator.pick_consolidation_boundary = MagicMock(return_value=None)
+        consolidator.archive = AsyncMock()
+
+        await consolidator.maybe_consolidate_by_tokens(session)
+
+        # estimate was called (consolidation was attempted)
+        consolidator.estimate_session_prompt_tokens.assert_called_once_with(session)
+        # but archive was not called (no valid boundary)
+        consolidator.archive.assert_not_called()
+
+
+# ---------------------------------------------------------------------------
+# TestStopCommandWithUnifiedSession — /stop command integration
+# ---------------------------------------------------------------------------
+
+
+class TestStopCommandWithUnifiedSession:
+    """Verify /stop command works correctly with unified session enabled."""
+
+    @pytest.mark.asyncio
+    async def test_active_tasks_use_effective_key_in_unified_mode(self, tmp_path: Path):
+        """When unified_session=True, tasks are stored under UNIFIED_SESSION_KEY."""
+        from nanobot.agent.loop import UNIFIED_SESSION_KEY
+
+        loop = _make_loop(tmp_path, unified_session=True)
+        
+        # Create a message from telegram channel
+        msg = _make_msg(channel="telegram", chat_id="123456")
+
+        # Mock _dispatch to complete immediately
+        async def fake_dispatch(m):
+            pass
+
+        loop._dispatch = fake_dispatch  # type: ignore[method-assign]
+
+        # Simulate the task creation flow (from _run loop)
+        effective_key = UNIFIED_SESSION_KEY if loop._unified_session and not msg.session_key_override else msg.session_key
+        task = asyncio.create_task(loop._dispatch(msg))
+        loop._active_tasks.setdefault(effective_key, []).append(task)
+
+        # Wait for task to complete
+        await task
+
+        # Verify the task is stored under UNIFIED_SESSION_KEY, not the original channel:chat_id
+        assert UNIFIED_SESSION_KEY in loop._active_tasks
+        assert "telegram:123456" not in loop._active_tasks
+
+    @pytest.mark.asyncio
+    async def test_stop_command_finds_task_in_unified_mode(self, tmp_path: Path):
+        """cmd_stop can cancel tasks when unified_session=True."""
+        from nanobot.agent.loop import UNIFIED_SESSION_KEY
+        from nanobot.command.builtin import cmd_stop
+
+        loop = _make_loop(tmp_path, unified_session=True)
+
+        # Create a long-running task stored under UNIFIED_SESSION_KEY
+        async def long_running():
+            await asyncio.sleep(10)  # Will be cancelled
+
+        task = asyncio.create_task(long_running())
+        loop._active_tasks[UNIFIED_SESSION_KEY] = [task]
+
+        # Create a message that would have session_key=UNIFIED_SESSION_KEY after dispatch
+        msg = InboundMessage(
+            channel="telegram",
+            chat_id="123456",
+            sender_id="user1",
+            content="/stop",
+            session_key_override=UNIFIED_SESSION_KEY,  # Simulate post-dispatch state
+        )
+
+        ctx = CommandContext(msg=msg, session=None, key=UNIFIED_SESSION_KEY, raw="/stop", loop=loop)
+
+        # Execute /stop
+        result = await cmd_stop(ctx)
+
+        # Verify task was cancelled
+        assert task.cancelled() or task.done()
+        assert "Stopped 1 task" in result.content
+
+    @pytest.mark.asyncio
+    async def test_stop_command_cross_channel_in_unified_mode(self, tmp_path: Path):
+        """In unified mode, /stop from one channel cancels tasks from another channel."""
+        from nanobot.agent.loop import UNIFIED_SESSION_KEY
+        from nanobot.command.builtin import cmd_stop
+
+        loop = _make_loop(tmp_path, unified_session=True)
+
+        # Create tasks from different channels, all stored under UNIFIED_SESSION_KEY
+        async def long_running():
+            await asyncio.sleep(10)
+
+        task1 = asyncio.create_task(long_running())
+        task2 = asyncio.create_task(long_running())
+        loop._active_tasks[UNIFIED_SESSION_KEY] = [task1, task2]
+
+        # /stop from discord should cancel tasks started from telegram
+        msg = InboundMessage(
+            channel="discord",
+            chat_id="789012",
+            sender_id="user2",
+            content="/stop",
+            session_key_override=UNIFIED_SESSION_KEY,
+        )
+
+        ctx = CommandContext(msg=msg, session=None, key=UNIFIED_SESSION_KEY, raw="/stop", loop=loop)
+
+        result = await cmd_stop(ctx)
+
+        # Both tasks should be cancelled
+        assert "Stopped 2 task" in result.content

tests/channels/test_base_channel.py

@@ -23,3 +23,15 @@ def test_is_allowed_requires_exact_match() -> None:
 
     assert channel.is_allowed("allow@email.com") is True
     assert channel.is_allowed("attacker|allow@email.com") is False
+
+
+def test_is_allowed_supports_dict_allow_from_alias() -> None:
+    channel = _DummyChannel({"allowFrom": ["alice"]}, MessageBus())
+
+    assert channel.is_allowed("alice") is True
+
+
+def test_is_allowed_denies_empty_dict_allow_from() -> None:
+    channel = _DummyChannel({"allow_from": []}, MessageBus())
+
+    assert channel.is_allowed("alice") is False

tests/channels/test_channel_plugins.py

@@ -646,7 +646,10 @@ class _ChannelWithAllowFrom(BaseChannel):
 
     def __init__(self, config, bus, allow_from):
         super().__init__(config, bus)
-        self.config.allow_from = allow_from
+        if isinstance(self.config, dict):
+            self.config["allow_from"] = allow_from
+        else:
+            self.config.allow_from = allow_from
 
     async def start(self) -> None:
         pass
@@ -714,6 +717,25 @@ async def test_validate_allow_from_passes_with_asterisk():
     mgr._validate_allow_from()
 
 
+@pytest.mark.asyncio
+async def test_validate_allow_from_raises_on_empty_dict_allow_from():
+    """_validate_allow_from should reject empty dict-backed allow_from lists."""
+    fake_config = SimpleNamespace(
+        channels=ChannelsConfig(),
+        providers=SimpleNamespace(groq=SimpleNamespace(api_key="")),
+    )
+
+    mgr = ChannelManager.__new__(ChannelManager)
+    mgr.config = fake_config
+    mgr.channels = {"test": _ChannelWithAllowFrom({"enabled": True}, None, [])}
+    mgr._dispatch_task = None
+
+    with pytest.raises(SystemExit) as exc_info:
+        mgr._validate_allow_from()
+
+    assert "empty allowFrom" in str(exc_info.value)
+
+
 @pytest.mark.asyncio
 async def test_get_channel_returns_channel_if_exists():
     """get_channel should return the channel if it exists."""

tests/channels/test_dingtalk_channel.py

@@ -1,6 +1,10 @@
 import asyncio
+import zipfile
+from io import BytesIO
 from types import SimpleNamespace
+from unittest.mock import AsyncMock
 
+import httpx
 import pytest
 
 # Check optional dingtalk dependencies before running tests
@@ -50,6 +54,21 @@ class _FakeHttp:
         return self._next_response()
 
 
+class _NetworkErrorHttp:
+    """HTTP client stub that raises httpx.TransportError on every request."""
+
+    def __init__(self) -> None:
+        self.calls: list[dict] = []
+
+    async def post(self, url: str, json=None, headers=None, **kwargs):
+        self.calls.append({"method": "POST", "url": url, "json": json, "headers": headers})
+        raise httpx.ConnectError("Connection refused")
+
+    async def get(self, url: str, **kwargs):
+        self.calls.append({"method": "GET", "url": url})
+        raise httpx.ConnectError("Connection refused")
+
+
 @pytest.mark.asyncio
 async def test_group_message_keeps_sender_id_and_routes_chat_id() -> None:
     config = DingTalkConfig(client_id="app", client_secret="secret", allow_from=["user1"])
@@ -221,3 +240,216 @@ async def test_download_dingtalk_file(tmp_path, monkeypatch) -> None:
     assert "messageFiles/download" in channel._http.calls[0]["url"]
     assert channel._http.calls[0]["json"]["downloadCode"] == "code123"
     assert channel._http.calls[1]["method"] == "GET"
+
+
+def test_normalize_upload_payload_zips_html_attachment() -> None:
+    channel = DingTalkChannel(
+        DingTalkConfig(client_id="app", client_secret="secret", allow_from=["*"]),
+        MessageBus(),
+    )
+
+    data, filename, content_type = channel._normalize_upload_payload(
+        "report.html",
+        b"<html><body>Hello</body></html>",
+        "text/html",
+    )
+
+    assert filename == "report.zip"
+    assert content_type == "application/zip"
+
+    archive = zipfile.ZipFile(BytesIO(data))
+    assert archive.namelist() == ["report.html"]
+    assert archive.read("report.html") == b"<html><body>Hello</body></html>"
+
+
+@pytest.mark.asyncio
+async def test_send_media_ref_zips_html_before_upload(tmp_path, monkeypatch) -> None:
+    channel = DingTalkChannel(
+        DingTalkConfig(client_id="app", client_secret="secret", allow_from=["*"]),
+        MessageBus(),
+    )
+
+    html_path = tmp_path / "report.html"
+    html_path.write_text("<html><body>Hello</body></html>", encoding="utf-8")
+
+    captured: dict[str, object] = {}
+
+    async def fake_upload_media(*, token, data, media_type, filename, content_type):
+        captured.update(
+            {
+                "token": token,
+                "data": data,
+                "media_type": media_type,
+                "filename": filename,
+                "content_type": content_type,
+            }
+        )
+        return "media-123"
+
+    async def fake_send_batch_message(token, chat_id, msg_key, msg_param):
+        captured.update(
+            {
+                "sent_token": token,
+                "chat_id": chat_id,
+                "msg_key": msg_key,
+                "msg_param": msg_param,
+            }
+        )
+        return True
+
+    monkeypatch.setattr(channel, "_upload_media", fake_upload_media)
+    monkeypatch.setattr(channel, "_send_batch_message", fake_send_batch_message)
+
+    ok = await channel._send_media_ref("token-123", "user-1", str(html_path))
+
+    assert ok is True
+    assert captured["media_type"] == "file"
+    assert captured["filename"] == "report.zip"
+    assert captured["content_type"] == "application/zip"
+    assert captured["msg_key"] == "sampleFile"
+    assert captured["msg_param"] == {
+        "mediaId": "media-123",
+        "fileName": "report.zip",
+        "fileType": "zip",
+    }
+
+    archive = zipfile.ZipFile(BytesIO(captured["data"]))
+    assert archive.namelist() == ["report.html"]
+
+
+# ── Exception handling tests ──────────────────────────────────────────
+
+
+@pytest.mark.asyncio
+async def test_send_batch_message_propagates_transport_error() -> None:
+    """Network/transport errors must re-raise so callers can retry."""
+    config = DingTalkConfig(client_id="app", client_secret="secret", allow_from=["*"])
+    channel = DingTalkChannel(config, MessageBus())
+    channel._http = _NetworkErrorHttp()
+
+    with pytest.raises(httpx.ConnectError, match="Connection refused"):
+        await channel._send_batch_message(
+            "token",
+            "user123",
+            "sampleMarkdown",
+            {"text": "hello", "title": "Nanobot Reply"},
+        )
+
+    # The POST was attempted exactly once
+    assert len(channel._http.calls) == 1
+    assert channel._http.calls[0]["method"] == "POST"
+
+
+@pytest.mark.asyncio
+async def test_send_batch_message_returns_false_on_api_error() -> None:
+    """DingTalk API-level errors (non-200 status, errcode != 0) should return False."""
+    config = DingTalkConfig(client_id="app", client_secret="secret", allow_from=["*"])
+    channel = DingTalkChannel(config, MessageBus())
+
+    # Non-200 status code → API error → return False
+    channel._http = _FakeHttp(responses=[_FakeResponse(400, {"errcode": 400})])
+    result = await channel._send_batch_message(
+        "token", "user123", "sampleMarkdown", {"text": "hello"}
+    )
+    assert result is False
+
+    # 200 with non-zero errcode → API error → return False
+    channel._http = _FakeHttp(responses=[_FakeResponse(200, {"errcode": 100})])
+    result = await channel._send_batch_message(
+        "token", "user123", "sampleMarkdown", {"text": "hello"}
+    )
+    assert result is False
+
+    # 200 with errcode=0 → success → return True
+    channel._http = _FakeHttp(responses=[_FakeResponse(200, {"errcode": 0})])
+    result = await channel._send_batch_message(
+        "token", "user123", "sampleMarkdown", {"text": "hello"}
+    )
+    assert result is True
+
+
+@pytest.mark.asyncio
+async def test_send_media_ref_short_circuits_on_transport_error() -> None:
+    """When the first send fails with a transport error, _send_media_ref must
+    re-raise immediately instead of trying download+upload+fallback."""
+    config = DingTalkConfig(client_id="app", client_secret="secret", allow_from=["*"])
+    channel = DingTalkChannel(config, MessageBus())
+    channel._http = _NetworkErrorHttp()
+
+    # An image URL triggers the sampleImageMsg path first
+    with pytest.raises(httpx.ConnectError, match="Connection refused"):
+        await channel._send_media_ref("token", "user123", "https://example.com/photo.jpg")
+
+    # Only one POST should have been attempted — no download/upload/fallback
+    assert len(channel._http.calls) == 1
+    assert channel._http.calls[0]["method"] == "POST"
+
+
+@pytest.mark.asyncio
+async def test_send_media_ref_short_circuits_on_download_transport_error() -> None:
+    """When the image URL send returns an API error (False) but the download
+    for the fallback hits a transport error, it must re-raise rather than
+    silently returning False."""
+    config = DingTalkConfig(client_id="app", client_secret="secret", allow_from=["*"])
+    channel = DingTalkChannel(config, MessageBus())
+
+    # First POST (sampleImageMsg) returns API error → False, then GET (download) raises transport error
+    class _MixedHttp:
+        def __init__(self) -> None:
+            self.calls: list[dict] = []
+
+        async def post(self, url, json=None, headers=None, **kwargs):
+            self.calls.append({"method": "POST", "url": url})
+            # API-level failure: 200 with errcode != 0
+            return _FakeResponse(200, {"errcode": 100})
+
+        async def get(self, url, **kwargs):
+            self.calls.append({"method": "GET", "url": url})
+            raise httpx.ConnectError("Connection refused")
+
+    channel._http = _MixedHttp()
+
+    with pytest.raises(httpx.ConnectError, match="Connection refused"):
+        await channel._send_media_ref("token", "user123", "https://example.com/photo.jpg")
+
+    # Should have attempted POST (image URL) and GET (download), but NOT upload
+    assert len(channel._http.calls) == 2
+    assert channel._http.calls[0]["method"] == "POST"
+    assert channel._http.calls[1]["method"] == "GET"
+
+
+@pytest.mark.asyncio
+async def test_send_media_ref_short_circuits_on_upload_transport_error() -> None:
+    """When download succeeds but upload hits a transport error, must re-raise."""
+    config = DingTalkConfig(client_id="app", client_secret="secret", allow_from=["*"])
+    channel = DingTalkChannel(config, MessageBus())
+
+    image_bytes = b"\xff\xd8\xff\xe0" + b"\x00" * 100  # minimal JPEG-ish data
+
+    class _UploadFailsHttp:
+        def __init__(self) -> None:
+            self.calls: list[dict] = []
+
+        async def post(self, url, json=None, headers=None, files=None, **kwargs):
+            self.calls.append({"method": "POST", "url": url})
+            # If it's the upload endpoint, raise transport error
+            if "media/upload" in url:
+                raise httpx.ConnectError("Connection refused")
+            # Otherwise (sampleImageMsg), return API error to trigger fallback
+            return _FakeResponse(200, {"errcode": 100})
+
+        async def get(self, url, **kwargs):
+            self.calls.append({"method": "GET", "url": url})
+            resp = _FakeResponse(200)
+            resp.content = image_bytes
+            resp.headers = {"content-type": "image/jpeg"}
+            return resp
+
+    channel._http = _UploadFailsHttp()
+
+    with pytest.raises(httpx.ConnectError, match="Connection refused"):
+        await channel._send_media_ref("token", "user123", "https://example.com/photo.jpg")
+
+    # POST (image URL), GET (download), POST (upload) attempted — no further sends
+    methods = [c["method"] for c in channel._http.calls]
+    assert methods == ["POST", "GET", "POST"]

tests/channels/test_discord_channel.py

@@ -5,11 +5,17 @@ from pathlib import Path
 from types import SimpleNamespace
 
 import pytest
+
 discord = pytest.importorskip("discord")
 
 from nanobot.bus.events import OutboundMessage
 from nanobot.bus.queue import MessageBus
-from nanobot.channels.discord import DiscordBotClient, DiscordChannel, DiscordConfig
+from nanobot.channels.discord import (
+    MAX_MESSAGE_LEN,
+    DiscordBotClient,
+    DiscordChannel,
+    DiscordConfig,
+)
 from nanobot.command.builtin import build_help_text
 
 
@@ -18,9 +24,11 @@ class _FakeDiscordClient:
     instances: list["_FakeDiscordClient"] = []
     start_error: Exception | None = None
 
-    def __init__(self, owner, *, intents) -> None:
+    def __init__(self, owner, *, intents, proxy=None, proxy_auth=None) -> None:
         self.owner = owner
         self.intents = intents
+        self.proxy = proxy
+        self.proxy_auth = proxy_auth
         self.closed = False
         self.ready = True
         self.channels: dict[int, object] = {}
@@ -53,7 +61,9 @@ class _FakeDiscordClient:
 
 class _FakeAttachment:
     # Attachment double that can simulate successful or failing save() calls.
-    def __init__(self, attachment_id: int, filename: str, *, size: int = 1, fail: bool = False) -> None:
+    def __init__(
+        self, attachment_id: int, filename: str, *, size: int = 1, fail: bool = False
+    ) -> None:
         self.id = attachment_id
         self.filename = filename
         self.size = size
@@ -71,11 +81,25 @@ class _FakePartialMessage:
         self.id = message_id
 
 
+class _FakeSentMessage:
+    # Sent-message double supporting edit() for streaming tests.
+    def __init__(self, channel, content: str) -> None:
+        self.channel = channel
+        self.content = content
+        self.edits: list[dict] = []
+
+    async def edit(self, **kwargs) -> None:
+        self.edits.append(dict(kwargs))
+        if "content" in kwargs:
+            self.content = kwargs["content"]
+
+
 class _FakeChannel:
     # Channel double that records outbound payloads and typing activity.
     def __init__(self, channel_id: int = 123) -> None:
         self.id = channel_id
         self.sent_payloads: list[dict] = []
+        self.sent_messages: list[_FakeSentMessage] = []
         self.trigger_typing_calls = 0
         self.typing_enter_hook = None
 
@@ -85,6 +109,9 @@ class _FakeChannel:
             payload["file_name"] = payload["file"].filename
             del payload["file"]
         self.sent_payloads.append(payload)
+        message = _FakeSentMessage(self, payload.get("content", ""))
+        self.sent_messages.append(message)
+        return message
 
     def get_partial_message(self, message_id: int) -> _FakePartialMessage:
         return _FakePartialMessage(message_id)
@@ -194,7 +221,7 @@ async def test_start_handles_client_construction_failure(monkeypatch) -> None:
         MessageBus(),
     )
 
-    def _boom(owner, *, intents):
+    def _boom(owner, *, intents, proxy=None, proxy_auth=None):
         raise RuntimeError("bad client")
 
     monkeypatch.setattr("nanobot.channels.discord.DiscordBotClient", _boom)
@@ -427,6 +454,60 @@ async def test_send_fetches_channel_when_not_cached() -> None:
     assert target.sent_payloads == [{"content": "hello"}]
 
 
+def test_supports_streaming_enabled_by_default() -> None:
+    channel = DiscordChannel(DiscordConfig(enabled=True, allow_from=["*"]), MessageBus())
+
+    assert channel.supports_streaming is True
+
+
+@pytest.mark.asyncio
+async def test_send_delta_streams_by_editing_message(monkeypatch) -> None:
+    owner = DiscordChannel(DiscordConfig(enabled=True, allow_from=["*"]), MessageBus())
+    client = _FakeDiscordClient(owner, intents=None)
+    owner._client = client
+    owner._running = True
+    target = _FakeChannel(channel_id=123)
+    client.channels[123] = target
+
+    times = iter([1.0, 3.0, 5.0])
+    monkeypatch.setattr("nanobot.channels.discord.time.monotonic", lambda: next(times, 5.0))
+
+    await owner.send_delta("123", "hel", {"_stream_delta": True, "_stream_id": "s1"})
+    await owner.send_delta("123", "lo", {"_stream_delta": True, "_stream_id": "s1"})
+    await owner.send_delta("123", "", {"_stream_end": True, "_stream_id": "s1"})
+
+    assert target.sent_payloads[0] == {"content": "hel"}
+    assert target.sent_messages[0].edits == [{"content": "hello"}, {"content": "hello"}]
+    assert owner._stream_bufs == {}
+
+
+@pytest.mark.asyncio
+async def test_send_delta_stream_end_splits_oversized_reply(monkeypatch) -> None:
+    owner = DiscordChannel(DiscordConfig(enabled=True, allow_from=["*"]), MessageBus())
+    client = _FakeDiscordClient(owner, intents=None)
+    owner._client = client
+    owner._running = True
+    target = _FakeChannel(channel_id=123)
+    client.channels[123] = target
+
+    prefix = "a" * (MAX_MESSAGE_LEN - 100)
+    suffix = "b" * 150
+    full_text = prefix + suffix
+    chunks = DiscordBotClient._build_chunks(full_text, [], False)
+    assert len(chunks) == 2
+
+    times = iter([1.0, 3.0])
+    monkeypatch.setattr("nanobot.channels.discord.time.monotonic", lambda: next(times, 3.0))
+
+    await owner.send_delta("123", prefix, {"_stream_delta": True, "_stream_id": "s1"})
+    await owner.send_delta("123", suffix, {"_stream_delta": True, "_stream_id": "s1"})
+    await owner.send_delta("123", "", {"_stream_end": True, "_stream_id": "s1"})
+
+    assert target.sent_payloads == [{"content": prefix}, {"content": chunks[1]}]
+    assert target.sent_messages[0].edits == [{"content": chunks[0]}, {"content": chunks[0]}]
+    assert owner._stream_bufs == {}
+
+
 @pytest.mark.asyncio
 async def test_slash_new_forwards_when_user_is_allowlisted() -> None:
     channel = DiscordChannel(DiscordConfig(enabled=True, allow_from=["123"]), MessageBus())
@@ -443,9 +524,7 @@ async def test_slash_new_forwards_when_user_is_allowlisted() -> None:
     assert new_cmd is not None
     await new_cmd.callback(interaction)
 
-    assert interaction.response.messages == [
-        {"content": "Processing /new...", "ephemeral": True}
-    ]
+    assert interaction.response.messages == [{"content": "Processing /new...", "ephemeral": True}]
     assert len(handled) == 1
     assert handled[0]["content"] == "/new"
     assert handled[0]["sender_id"] == "123"
@@ -519,9 +598,7 @@ async def test_slash_help_returns_ephemeral_help_text() -> None:
     assert help_cmd is not None
     await help_cmd.callback(interaction)
 
-    assert interaction.response.messages == [
-        {"content": build_help_text(), "ephemeral": True}
-    ]
+    assert interaction.response.messages == [{"content": build_help_text(), "ephemeral": True}]
     assert handled == []
 
 
@@ -656,11 +733,13 @@ async def test_start_typing_uses_typing_context_when_trigger_typing_missing() ->
         def typing(self):
             async def _waiter():
                 await release.wait()
+
             # Hold the loop so task remains active until explicitly stopped.
             class _Ctx(_TypingCtx):
                 async def __aenter__(self):
                     await super().__aenter__()
                     await _waiter()
+
             return _Ctx()
 
     typing_channel = _NoTriggerChannel(channel_id=123)
@@ -674,3 +753,214 @@ async def test_start_typing_uses_typing_context_when_trigger_typing_missing() ->
     await asyncio.sleep(0)
 
     assert channel._typing_tasks == {}
+
+
+def test_config_accepts_proxy_fields() -> None:
+    config = DiscordConfig(
+        enabled=True,
+        token="token",
+        allow_from=["*"],
+        proxy="http://127.0.0.1:7890",
+        proxy_username="user",
+        proxy_password="pass",
+    )
+    assert config.proxy == "http://127.0.0.1:7890"
+    assert config.proxy_username == "user"
+    assert config.proxy_password == "pass"
+
+
+def test_config_proxy_defaults_to_none() -> None:
+    config = DiscordConfig(enabled=True, token="token", allow_from=["*"])
+    assert config.proxy is None
+    assert config.proxy_username is None
+    assert config.proxy_password is None
+
+
+@pytest.mark.asyncio
+async def test_start_passes_proxy_to_client(monkeypatch) -> None:
+    _FakeDiscordClient.instances.clear()
+    channel = DiscordChannel(
+        DiscordConfig(
+            enabled=True,
+            token="token",
+            allow_from=["*"],
+            proxy="http://127.0.0.1:7890",
+        ),
+        MessageBus(),
+    )
+    monkeypatch.setattr("nanobot.channels.discord.DiscordBotClient", _FakeDiscordClient)
+
+    await channel.start()
+
+    assert channel.is_running is False
+    assert len(_FakeDiscordClient.instances) == 1
+    assert _FakeDiscordClient.instances[0].proxy == "http://127.0.0.1:7890"
+    assert _FakeDiscordClient.instances[0].proxy_auth is None
+
+
+@pytest.mark.asyncio
+async def test_start_passes_proxy_auth_when_credentials_provided(monkeypatch) -> None:
+    aiohttp = pytest.importorskip("aiohttp")
+    _FakeDiscordClient.instances.clear()
+    channel = DiscordChannel(
+        DiscordConfig(
+            enabled=True,
+            token="token",
+            allow_from=["*"],
+            proxy="http://127.0.0.1:7890",
+            proxy_username="user",
+            proxy_password="pass",
+        ),
+        MessageBus(),
+    )
+    monkeypatch.setattr("nanobot.channels.discord.DiscordBotClient", _FakeDiscordClient)
+
+    await channel.start()
+
+    assert channel.is_running is False
+    assert len(_FakeDiscordClient.instances) == 1
+    assert _FakeDiscordClient.instances[0].proxy == "http://127.0.0.1:7890"
+    assert _FakeDiscordClient.instances[0].proxy_auth is not None
+    assert isinstance(_FakeDiscordClient.instances[0].proxy_auth, aiohttp.BasicAuth)
+    assert _FakeDiscordClient.instances[0].proxy_auth.login == "user"
+    assert _FakeDiscordClient.instances[0].proxy_auth.password == "pass"
+
+
+@pytest.mark.asyncio
+async def test_start_no_proxy_auth_when_only_username(monkeypatch) -> None:
+    _FakeDiscordClient.instances.clear()
+    channel = DiscordChannel(
+        DiscordConfig(
+            enabled=True,
+            token="token",
+            allow_from=["*"],
+            proxy="http://127.0.0.1:7890",
+            proxy_username="user",
+        ),
+        MessageBus(),
+    )
+    monkeypatch.setattr("nanobot.channels.discord.DiscordBotClient", _FakeDiscordClient)
+
+    await channel.start()
+
+    assert channel.is_running is False
+    assert _FakeDiscordClient.instances[0].proxy_auth is None
+
+
+@pytest.mark.asyncio
+async def test_start_no_proxy_auth_when_only_password(monkeypatch) -> None:
+    _FakeDiscordClient.instances.clear()
+    channel = DiscordChannel(
+        DiscordConfig(
+            enabled=True,
+            token="token",
+            allow_from=["*"],
+            proxy="http://127.0.0.1:7890",
+            proxy_password="pass",
+        ),
+        MessageBus(),
+    )
+    monkeypatch.setattr("nanobot.channels.discord.DiscordBotClient", _FakeDiscordClient)
+
+    await channel.start()
+
+    assert channel.is_running is False
+    assert _FakeDiscordClient.instances[0].proxy == "http://127.0.0.1:7890"
+    assert _FakeDiscordClient.instances[0].proxy_auth is None
+
+
+# ---------------------------------------------------------------------------
+# Tests for the send() exception propagation fix
+# ---------------------------------------------------------------------------
+
+@pytest.mark.asyncio
+async def test_send_re_raises_network_error() -> None:
+    """Network errors during send must propagate so ChannelManager can retry."""
+    channel = DiscordChannel(DiscordConfig(enabled=True, allow_from=["*"]), MessageBus())
+    client = _FakeDiscordClient(channel, intents=None)
+    channel._client = client
+    channel._running = True
+
+    async def _failing_send_outbound(msg: OutboundMessage) -> None:
+        raise ConnectionError("network unreachable")
+
+    client.send_outbound = _failing_send_outbound  # type: ignore[method-assign]
+
+    with pytest.raises(ConnectionError, match="network unreachable"):
+        await channel.send(OutboundMessage(channel="discord", chat_id="123", content="hello"))
+
+
+@pytest.mark.asyncio
+async def test_send_re_raises_generic_exception() -> None:
+    """Any exception from send_outbound must propagate, not be swallowed."""
+    channel = DiscordChannel(DiscordConfig(enabled=True, allow_from=["*"]), MessageBus())
+    client = _FakeDiscordClient(channel, intents=None)
+    channel._client = client
+    channel._running = True
+
+    async def _failing_send_outbound(msg: OutboundMessage) -> None:
+        raise RuntimeError("discord API failure")
+
+    client.send_outbound = _failing_send_outbound  # type: ignore[method-assign]
+
+    with pytest.raises(RuntimeError, match="discord API failure"):
+        await channel.send(OutboundMessage(channel="discord", chat_id="123", content="hello"))
+
+
+@pytest.mark.asyncio
+async def test_send_still_stops_typing_on_error() -> None:
+    """Typing cleanup must still run in the finally block even when send raises."""
+    channel = DiscordChannel(DiscordConfig(enabled=True, allow_from=["*"]), MessageBus())
+    client = _FakeDiscordClient(channel, intents=None)
+    channel._client = client
+    channel._running = True
+
+    # Start a typing task so we can verify it gets cleaned up
+    start = asyncio.Event()
+    release = asyncio.Event()
+
+    async def slow_typing() -> None:
+        start.set()
+        await release.wait()
+
+    typing_channel = _FakeChannel(channel_id=123)
+    typing_channel.typing_enter_hook = slow_typing
+    await channel._start_typing(typing_channel)
+    await asyncio.wait_for(start.wait(), timeout=1.0)
+
+    async def _failing_send_outbound(msg: OutboundMessage) -> None:
+        raise ConnectionError("timeout")
+
+    client.send_outbound = _failing_send_outbound  # type: ignore[method-assign]
+
+    with pytest.raises(ConnectionError, match="timeout"):
+        await channel.send(OutboundMessage(channel="discord", chat_id="123", content="hello"))
+
+    release.set()
+    await asyncio.sleep(0)
+
+    # Typing should have been cleaned up by the finally block
+    assert channel._typing_tasks == {}
+
+
+@pytest.mark.asyncio
+async def test_send_succeeds_normally() -> None:
+    """Successful sends should work without raising."""
+    channel = DiscordChannel(DiscordConfig(enabled=True, allow_from=["*"]), MessageBus())
+    client = _FakeDiscordClient(channel, intents=None)
+    channel._client = client
+    channel._running = True
+
+    sent_messages: list[OutboundMessage] = []
+
+    async def _capture_send_outbound(msg: OutboundMessage) -> None:
+        sent_messages.append(msg)
+
+    client.send_outbound = _capture_send_outbound  # type: ignore[method-assign]
+
+    msg = OutboundMessage(channel="discord", chat_id="123", content="hello world")
+    await channel.send(msg)
+
+    assert len(sent_messages) == 1
+    assert sent_messages[0].content == "hello world"
+    assert sent_messages[0].chat_id == "123"

tests/channels/test_feishu_domain.py

@@ -0,0 +1,48 @@
+"""Tests for Feishu/Lark domain configuration."""
+from unittest.mock import MagicMock
+
+import pytest
+
+from nanobot.bus.queue import MessageBus
+from nanobot.channels.feishu import FeishuChannel, FeishuConfig
+
+
+def _make_channel(domain: str = "feishu") -> FeishuChannel:
+    config = FeishuConfig(
+        enabled=True,
+        app_id="cli_test",
+        app_secret="secret",
+        allow_from=["*"],
+        domain=domain,
+    )
+    ch = FeishuChannel(config, MessageBus())
+    ch._client = MagicMock()
+    ch._loop = None
+    return ch
+
+
+class TestFeishuConfigDomain:
+    def test_domain_default_is_feishu(self):
+        config = FeishuConfig()
+        assert config.domain == "feishu"
+
+    def test_domain_accepts_lark(self):
+        config = FeishuConfig(domain="lark")
+        assert config.domain == "lark"
+
+    def test_domain_accepts_feishu(self):
+        config = FeishuConfig(domain="feishu")
+        assert config.domain == "feishu"
+
+    def test_default_config_includes_domain(self):
+        default_cfg = FeishuChannel.default_config()
+        assert "domain" in default_cfg
+        assert default_cfg["domain"] == "feishu"
+
+    def test_channel_persists_domain_from_config(self):
+        ch = _make_channel(domain="lark")
+        assert ch.config.domain == "lark"
+
+    def test_channel_persists_feishu_domain_from_config(self):
+        ch = _make_channel(domain="feishu")
+        assert ch.config.domain == "feishu"

tests/channels/test_feishu_streaming.py

@@ -5,6 +5,7 @@ from unittest.mock import MagicMock
 
 import pytest
 
+from nanobot.bus.events import OutboundMessage
 from nanobot.bus.queue import MessageBus
 from nanobot.channels.feishu import FeishuChannel, FeishuConfig, _FeishuStreamBuf
 
@@ -203,6 +204,24 @@ class TestSendDelta:
         ch._client.cardkit.v1.card_element.content.assert_not_called()
         ch._client.im.v1.message.create.assert_called_once()
 
+    @pytest.mark.asyncio
+    async def test_stream_end_fallback_when_final_update_fails(self):
+        """If streaming mode was closed (e.g. Feishu timeout), fall back to a regular card."""
+        ch = _make_channel()
+        ch._stream_bufs["oc_chat1"] = _FeishuStreamBuf(
+            text="Lost content", card_id="card_1", sequence=3, last_edit=0.0,
+        )
+        ch._client.cardkit.v1.card_element.content.return_value = _mock_content_response(success=False)
+        ch._client.im.v1.message.create.return_value = _mock_send_response("om_fb")
+
+        await ch.send_delta("oc_chat1", "", metadata={"_stream_end": True})
+
+        assert "oc_chat1" not in ch._stream_bufs
+        # Should NOT attempt to close streaming mode since update failed
+        ch._client.cardkit.v1.card.settings.assert_not_called()
+        # Should fall back to sending a regular interactive card
+        ch._client.im.v1.message.create.assert_called_once()
+
     @pytest.mark.asyncio
     async def test_stream_end_without_buf_is_noop(self):
         ch = _make_channel()
@@ -239,6 +258,130 @@ class TestSendDelta:
         assert buf.sequence == 7
 
 
+class TestToolHintInlineStreaming:
+    """Tool hint messages should be inlined into active streaming cards."""
+
+    @pytest.mark.asyncio
+    async def test_tool_hint_inlined_when_stream_active(self):
+        """With an active streaming buffer, tool hint appends to the card."""
+        ch = _make_channel()
+        ch._stream_bufs["oc_chat1"] = _FeishuStreamBuf(
+            text="Partial answer", card_id="card_1", sequence=2, last_edit=0.0,
+        )
+        ch._client.cardkit.v1.card_element.content.return_value = _mock_content_response()
+
+        msg = OutboundMessage(
+            channel="feishu", chat_id="oc_chat1",
+            content='web_fetch("https://example.com")',
+            metadata={"_tool_hint": True},
+        )
+        await ch.send(msg)
+
+        buf = ch._stream_bufs["oc_chat1"]
+        assert '🔧 web_fetch("https://example.com")' in buf.text
+        assert buf.sequence == 3
+        ch._client.cardkit.v1.card_element.content.assert_called_once()
+        ch._client.im.v1.message.create.assert_not_called()
+
+    @pytest.mark.asyncio
+    async def test_tool_hint_preserved_on_next_delta(self):
+        """When new delta arrives, the tool hint is kept as permanent content and delta appends after it."""
+        ch = _make_channel()
+        ch._stream_bufs["oc_chat1"] = _FeishuStreamBuf(
+            text="Partial answer\n\n🔧 web_fetch(\"url\")\n\n",
+            card_id="card_1", sequence=3, last_edit=0.0,
+        )
+        ch._client.cardkit.v1.card_element.content.return_value = _mock_content_response()
+
+        await ch.send_delta("oc_chat1", " continued")
+
+        buf = ch._stream_bufs["oc_chat1"]
+        assert "Partial answer" in buf.text
+        assert "🔧 web_fetch" in buf.text
+        assert buf.text.endswith(" continued")
+
+    @pytest.mark.asyncio
+    async def test_tool_hint_fallback_when_no_stream(self):
+        """Without an active buffer, tool hint falls back to a standalone card."""
+        ch = _make_channel()
+        ch._client.im.v1.message.create.return_value = _mock_send_response("om_hint")
+
+        msg = OutboundMessage(
+            channel="feishu", chat_id="oc_chat1",
+            content='read_file("path")',
+            metadata={"_tool_hint": True},
+        )
+        await ch.send(msg)
+
+        assert "oc_chat1" not in ch._stream_bufs
+        ch._client.im.v1.message.create.assert_called_once()
+
+    @pytest.mark.asyncio
+    async def test_consecutive_tool_hints_append(self):
+        """When multiple tool hints arrive consecutively, each appends to the card."""
+        ch = _make_channel()
+        ch._stream_bufs["oc_chat1"] = _FeishuStreamBuf(
+            text="Partial answer", card_id="card_1", sequence=2, last_edit=0.0,
+        )
+        ch._client.cardkit.v1.card_element.content.return_value = _mock_content_response()
+
+        msg1 = OutboundMessage(
+            channel="feishu", chat_id="oc_chat1",
+            content='$ cd /project', metadata={"_tool_hint": True},
+        )
+        await ch.send(msg1)
+
+        msg2 = OutboundMessage(
+            channel="feishu", chat_id="oc_chat1",
+            content='$ git status', metadata={"_tool_hint": True},
+        )
+        await ch.send(msg2)
+
+        buf = ch._stream_bufs["oc_chat1"]
+        assert "$ cd /project" in buf.text
+        assert "$ git status" in buf.text
+        assert buf.text.startswith("Partial answer")
+        assert "🔧 $ cd /project" in buf.text
+        assert "🔧 $ git status" in buf.text
+
+    @pytest.mark.asyncio
+    async def test_tool_hint_preserved_on_final_stream_end(self):
+        """When final _stream_end closes the card, tool hint is kept in the final text."""
+        ch = _make_channel()
+        ch._stream_bufs["oc_chat1"] = _FeishuStreamBuf(
+            text="Final content\n\n🔧 web_fetch(\"url\")\n\n",
+            card_id="card_1", sequence=3, last_edit=0.0,
+        )
+        ch._client.cardkit.v1.card_element.content.return_value = _mock_content_response()
+        ch._client.cardkit.v1.card.settings.return_value = _mock_content_response()
+
+        await ch.send_delta("oc_chat1", "", metadata={"_stream_end": True})
+
+        assert "oc_chat1" not in ch._stream_bufs
+        update_call = ch._client.cardkit.v1.card_element.content.call_args[0][0]
+        assert "🔧" in update_call.body.content
+
+    @pytest.mark.asyncio
+    async def test_empty_tool_hint_is_noop(self):
+        """Empty or whitespace-only tool hint content is silently ignored."""
+        ch = _make_channel()
+        ch._stream_bufs["oc_chat1"] = _FeishuStreamBuf(
+            text="Partial answer", card_id="card_1", sequence=2, last_edit=0.0,
+        )
+
+        for content in ("", "   ", "\t\n"):
+            msg = OutboundMessage(
+                channel="feishu", chat_id="oc_chat1",
+                content=content, metadata={"_tool_hint": True},
+            )
+            await ch.send(msg)
+
+        buf = ch._stream_bufs["oc_chat1"]
+        assert buf.text == "Partial answer"
+        assert buf.sequence == 2
+        ch._client.cardkit.v1.card_element.content.assert_not_called()
+
+
 class TestSendMessageReturnsId:
     def test_returns_message_id_on_success(self):
         ch = _make_channel()

tests/channels/test_feishu_tool_hint_code_block.py

@@ -1,6 +1,7 @@
-"""Tests for FeishuChannel tool hint code block formatting."""
+"""Tests for FeishuChannel tool hint formatting."""
 
 import json
+from types import SimpleNamespace
 from unittest.mock import MagicMock, patch
 
 import pytest
@@ -28,15 +29,24 @@ def mock_feishu_channel():
     config.app_secret = "test_app_secret"
     config.encrypt_key = None
     config.verification_token = None
+    config.tool_hint_prefix = "\U0001f527"  # 🔧
     bus = MagicMock()
     channel = FeishuChannel(config, bus)
-    channel._client = MagicMock()  # Simulate initialized client
+    channel._client = MagicMock()
     return channel
 
 
+def _get_tool_hint_card(mock_send):
+    """Extract the interactive card from _send_message_sync calls."""
+    call_args = mock_send.call_args[0]
+    _, _, msg_type, content = call_args
+    assert msg_type == "interactive"
+    return json.loads(content)
+
+
 @mark.asyncio
-async def test_tool_hint_sends_code_message(mock_feishu_channel):
-    """Tool hint messages should be sent as interactive cards with code blocks."""
+async def test_tool_hint_sends_interactive_card(mock_feishu_channel):
+    """Tool hint without active buffer sends an interactive card with 🔧 style."""
     msg = OutboundMessage(
         channel="feishu",
         chat_id="oc_123456",
@@ -47,23 +57,12 @@ async def test_tool_hint_sends_code_message(mock_feishu_channel):
     with patch.object(mock_feishu_channel, '_send_message_sync') as mock_send:
         await mock_feishu_channel.send(msg)
 
-        # Verify interactive message with card was sent
         assert mock_send.call_count == 1
-        call_args = mock_send.call_args[0]
-        receive_id_type, receive_id, msg_type, content = call_args
-
-        assert receive_id_type == "chat_id"
-        assert receive_id == "oc_123456"
-        assert msg_type == "interactive"
-
-        # Parse content to verify card structure
-        card = json.loads(content)
+        card = _get_tool_hint_card(mock_send)
         assert card["config"]["wide_screen_mode"] is True
-        assert len(card["elements"]) == 1
-        assert card["elements"][0]["tag"] == "markdown"
-        # Check that code block is properly formatted with language hint
-        expected_md = "**Tool Calls**\n\n```text\nweb_search(\"test query\")\n```"
-        assert card["elements"][0]["content"] == expected_md
+        md = card["elements"][0]["content"]
+        assert "\U0001f527" in md
+        assert "web_search" in md
 
 
 @mark.asyncio
@@ -78,8 +77,6 @@ async def test_tool_hint_empty_content_does_not_send(mock_feishu_channel):
 
     with patch.object(mock_feishu_channel, '_send_message_sync') as mock_send:
         await mock_feishu_channel.send(msg)
-
-        # Should not send any message
         mock_send.assert_not_called()
 
 
@@ -96,7 +93,6 @@ async def test_tool_hint_without_metadata_sends_as_normal(mock_feishu_channel):
     with patch.object(mock_feishu_channel, '_send_message_sync') as mock_send:
         await mock_feishu_channel.send(msg)
 
-        # Should send as text message (detected format)
         assert mock_send.call_count == 1
         call_args = mock_send.call_args[0]
         _, _, msg_type, content = call_args
@@ -106,7 +102,7 @@ async def test_tool_hint_without_metadata_sends_as_normal(mock_feishu_channel):
 
 @mark.asyncio
 async def test_tool_hint_multiple_tools_in_one_message(mock_feishu_channel):
-    """Multiple tool calls should be displayed each on its own line in a code block."""
+    """Multiple tool calls should each get the 🔧 prefix."""
     msg = OutboundMessage(
         channel="feishu",
         chat_id="oc_123456",
@@ -117,13 +113,11 @@ async def test_tool_hint_multiple_tools_in_one_message(mock_feishu_channel):
     with patch.object(mock_feishu_channel, '_send_message_sync') as mock_send:
         await mock_feishu_channel.send(msg)
 
-        call_args = mock_send.call_args[0]
-        msg_type = call_args[2]
-        content = json.loads(call_args[3])
-        assert msg_type == "interactive"
-        # Each tool call should be on its own line
-        expected_md = "**Tool Calls**\n\n```text\nweb_search(\"query\"),\nread_file(\"/path/to/file\")\n```"
-        assert content["elements"][0]["content"] == expected_md
+        card = _get_tool_hint_card(mock_send)
+        md = card["elements"][0]["content"]
+        assert "web_search" in md
+        assert "read_file" in md
+        assert "\U0001f527" in md
 
 
 @mark.asyncio
@@ -139,8 +133,8 @@ async def test_tool_hint_new_format_basic(mock_feishu_channel):
     with patch.object(mock_feishu_channel, '_send_message_sync') as mock_send:
         await mock_feishu_channel.send(msg)
 
-        content = json.loads(mock_send.call_args[0][3])
-        md = content["elements"][0]["content"]
+        card = _get_tool_hint_card(mock_send)
+        md = card["elements"][0]["content"]
         assert "read src/main.py" in md
         assert 'grep "TODO"' in md
 
@@ -158,16 +152,15 @@ async def test_tool_hint_new_format_with_comma_in_quotes(mock_feishu_channel):
     with patch.object(mock_feishu_channel, '_send_message_sync') as mock_send:
         await mock_feishu_channel.send(msg)
 
-        content = json.loads(mock_send.call_args[0][3])
-        md = content["elements"][0]["content"]
-        # The comma inside quotes should NOT cause a line break
+        card = _get_tool_hint_card(mock_send)
+        md = card["elements"][0]["content"]
         assert 'grep "hello, world"' in md
         assert "$ echo test" in md
 
 
 @mark.asyncio
 async def test_tool_hint_new_format_with_folding(mock_feishu_channel):
-    """Folded calls (× N) should display on separate lines."""
+    """Folded calls (× N) should display correctly."""
     msg = OutboundMessage(
         channel="feishu",
         chat_id="oc_123456",
@@ -178,8 +171,8 @@ async def test_tool_hint_new_format_with_folding(mock_feishu_channel):
     with patch.object(mock_feishu_channel, '_send_message_sync') as mock_send:
         await mock_feishu_channel.send(msg)
 
-        content = json.loads(mock_send.call_args[0][3])
-        md = content["elements"][0]["content"]
+        card = _get_tool_hint_card(mock_send)
+        md = card["elements"][0]["content"]
         assert "\u00d7 3" in md
         assert 'grep "pattern"' in md
 
@@ -197,9 +190,12 @@ async def test_tool_hint_new_format_mcp(mock_feishu_channel):
     with patch.object(mock_feishu_channel, '_send_message_sync') as mock_send:
         await mock_feishu_channel.send(msg)
 
-        content = json.loads(mock_send.call_args[0][3])
-        md = content["elements"][0]["content"]
+        card = _get_tool_hint_card(mock_send)
+        md = card["elements"][0]["content"]
         assert "4_5v::analyze_image" in md
+
+
+@mark.asyncio
 async def test_tool_hint_keeps_commas_inside_arguments(mock_feishu_channel):
     """Commas inside a single tool argument must not be split onto a new line."""
     msg = OutboundMessage(
@@ -212,10 +208,7 @@ async def test_tool_hint_keeps_commas_inside_arguments(mock_feishu_channel):
     with patch.object(mock_feishu_channel, '_send_message_sync') as mock_send:
         await mock_feishu_channel.send(msg)
 
-        content = json.loads(mock_send.call_args[0][3])
-        expected_md = (
-            "**Tool Calls**\n\n```text\n"
-            "web_search(\"foo, bar\"),\n"
-            "read_file(\"/path/to/file\")\n```"
-        )
-        assert content["elements"][0]["content"] == expected_md
+        card = _get_tool_hint_card(mock_send)
+        md = card["elements"][0]["content"]
+        assert 'web_search("foo, bar")' in md
+        assert 'read_file("/path/to/file")' in md

tests/channels/test_qq_channel.py

@@ -1,6 +1,7 @@
 import tempfile
 from pathlib import Path
 from types import SimpleNamespace
+from unittest.mock import AsyncMock, patch
 
 import pytest
 
@@ -14,6 +15,8 @@ except ImportError:
 if not QQ_AVAILABLE:
     pytest.skip("QQ dependencies not installed (qq-botpy)", allow_module_level=True)
 
+import aiohttp
+
 from nanobot.bus.events import OutboundMessage
 from nanobot.bus.queue import MessageBus
 from nanobot.channels.qq import QQChannel, QQConfig
@@ -170,3 +173,221 @@ async def test_read_media_bytes_missing_file() -> None:
     data, filename = await channel._read_media_bytes("/nonexistent/path/image.png")
     assert data is None
     assert filename is None
+
+
+# -------------------------------------------------------
+# Tests for _send_media exception handling
+# -------------------------------------------------------
+
+def _make_channel_with_local_file(suffix: str = ".png", content: bytes = b"\x89PNG\r\n"):
+    """Create a QQChannel with a fake client and a temp file for media."""
+    channel = QQChannel(
+        QQConfig(app_id="app", secret="secret", allow_from=["*"]),
+        MessageBus(),
+    )
+    channel._client = _FakeClient()
+    channel._chat_type_cache["user1"] = "c2c"
+
+    tmp = tempfile.NamedTemporaryFile(suffix=suffix, delete=False)
+    tmp.write(content)
+    tmp.close()
+    return channel, tmp.name
+
+
+@pytest.mark.asyncio
+async def test_send_media_network_error_propagates() -> None:
+    """aiohttp.ClientError (network/transport) should re-raise, not return False."""
+    channel, tmp_path = _make_channel_with_local_file()
+
+    # Make the base64 upload raise a network error
+    channel._client.api._http = SimpleNamespace()
+    channel._client.api._http.request = AsyncMock(
+        side_effect=aiohttp.ServerDisconnectedError("connection lost"),
+    )
+
+    with pytest.raises(aiohttp.ServerDisconnectedError):
+        await channel._send_media(
+            chat_id="user1",
+            media_ref=tmp_path,
+            msg_id="msg1",
+            is_group=False,
+        )
+
+
+@pytest.mark.asyncio
+async def test_send_media_client_connector_error_propagates() -> None:
+    """aiohttp.ClientConnectorError (DNS/connection refused) should re-raise."""
+    channel, tmp_path = _make_channel_with_local_file()
+
+    from aiohttp.client_reqrep import ConnectionKey
+    conn_key = ConnectionKey("api.qq.com", 443, True, None, None, None, None)
+    connector_error = aiohttp.ClientConnectorError(
+        connection_key=conn_key,
+        os_error=OSError("Connection refused"),
+    )
+
+    channel._client.api._http = SimpleNamespace()
+    channel._client.api._http.request = AsyncMock(
+        side_effect=connector_error,
+    )
+
+    with pytest.raises(aiohttp.ClientConnectorError):
+        await channel._send_media(
+            chat_id="user1",
+            media_ref=tmp_path,
+            msg_id="msg1",
+            is_group=False,
+        )
+
+
+@pytest.mark.asyncio
+async def test_send_media_oserror_propagates() -> None:
+    """OSError (low-level I/O) should re-raise for retry."""
+    channel, tmp_path = _make_channel_with_local_file()
+
+    channel._client.api._http = SimpleNamespace()
+    channel._client.api._http.request = AsyncMock(
+        side_effect=OSError("Network is unreachable"),
+    )
+
+    with pytest.raises(OSError):
+        await channel._send_media(
+            chat_id="user1",
+            media_ref=tmp_path,
+            msg_id="msg1",
+            is_group=False,
+        )
+
+
+@pytest.mark.asyncio
+async def test_send_media_api_error_returns_false() -> None:
+    """API-level errors (botpy RuntimeError subclasses) should return False, not raise."""
+    channel, tmp_path = _make_channel_with_local_file()
+
+    # Simulate a botpy API error (e.g. ServerError is a RuntimeError subclass)
+    from botpy.errors import ServerError
+
+    channel._client.api._http = SimpleNamespace()
+    channel._client.api._http.request = AsyncMock(
+        side_effect=ServerError("internal server error"),
+    )
+
+    result = await channel._send_media(
+        chat_id="user1",
+        media_ref=tmp_path,
+        msg_id="msg1",
+        is_group=False,
+    )
+    assert result is False
+
+
+@pytest.mark.asyncio
+async def test_send_media_generic_runtime_error_returns_false() -> None:
+    """Generic RuntimeError (not network) should return False."""
+    channel, tmp_path = _make_channel_with_local_file()
+
+    channel._client.api._http = SimpleNamespace()
+    channel._client.api._http.request = AsyncMock(
+        side_effect=RuntimeError("some API error"),
+    )
+
+    result = await channel._send_media(
+        chat_id="user1",
+        media_ref=tmp_path,
+        msg_id="msg1",
+        is_group=False,
+    )
+    assert result is False
+
+
+@pytest.mark.asyncio
+async def test_send_media_value_error_returns_false() -> None:
+    """ValueError (bad API response data) should return False."""
+    channel, tmp_path = _make_channel_with_local_file()
+
+    channel._client.api._http = SimpleNamespace()
+    channel._client.api._http.request = AsyncMock(
+        side_effect=ValueError("bad response data"),
+    )
+
+    result = await channel._send_media(
+        chat_id="user1",
+        media_ref=tmp_path,
+        msg_id="msg1",
+        is_group=False,
+    )
+    assert result is False
+
+
+@pytest.mark.asyncio
+async def test_send_media_timeout_error_propagates() -> None:
+    """asyncio.TimeoutError inherits from Exception but not ClientError/OSError.
+    However, aiohttp.ServerTimeoutError IS a ClientError subclass, so that propagates.
+    For a plain TimeoutError (which is also OSError in Python 3.11+), it should propagate."""
+    channel, tmp_path = _make_channel_with_local_file()
+
+    channel._client.api._http = SimpleNamespace()
+    channel._client.api._http.request = AsyncMock(
+        side_effect=aiohttp.ServerTimeoutError("request timed out"),
+    )
+
+    with pytest.raises(aiohttp.ServerTimeoutError):
+        await channel._send_media(
+            chat_id="user1",
+            media_ref=tmp_path,
+            msg_id="msg1",
+            is_group=False,
+        )
+
+
+@pytest.mark.asyncio
+async def test_send_fallback_text_on_api_error() -> None:
+    """When _send_media returns False (API error), send() should emit fallback text."""
+    channel, tmp_path = _make_channel_with_local_file()
+
+    from botpy.errors import ServerError
+
+    channel._client.api._http = SimpleNamespace()
+    channel._client.api._http.request = AsyncMock(
+        side_effect=ServerError("internal server error"),
+    )
+
+    await channel.send(
+        OutboundMessage(
+            channel="qq",
+            chat_id="user1",
+            content="",
+            media=[tmp_path],
+            metadata={"message_id": "msg1"},
+        )
+    )
+
+    # Should have sent a fallback text message
+    assert len(channel._client.api.c2c_calls) == 1
+    fallback_content = channel._client.api.c2c_calls[0]["content"]
+    assert "Attachment send failed" in fallback_content
+
+
+@pytest.mark.asyncio
+async def test_send_propagates_network_error_no_fallback() -> None:
+    """When _send_media raises a network error, send() should NOT silently fallback."""
+    channel, tmp_path = _make_channel_with_local_file()
+
+    channel._client.api._http = SimpleNamespace()
+    channel._client.api._http.request = AsyncMock(
+        side_effect=aiohttp.ServerDisconnectedError("connection lost"),
+    )
+
+    with pytest.raises(aiohttp.ServerDisconnectedError):
+        await channel.send(
+            OutboundMessage(
+                channel="qq",
+                chat_id="user1",
+                content="hello",
+                media=[tmp_path],
+                metadata={"message_id": "msg1"},
+            )
+        )
+
+    # No fallback text should have been sent
+    assert len(channel._client.api.c2c_calls) == 0

tests/channels/test_qq_media.py

@@ -0,0 +1,304 @@
+"""Tests for QQ channel media support: helpers, send, inbound, and upload."""
+
+from types import SimpleNamespace
+from unittest.mock import AsyncMock, MagicMock, patch
+
+import pytest
+
+try:
+    from nanobot.channels import qq
+
+    QQ_AVAILABLE = getattr(qq, "QQ_AVAILABLE", False)
+except ImportError:
+    QQ_AVAILABLE = False
+
+if not QQ_AVAILABLE:
+    pytest.skip("QQ dependencies not installed (qq-botpy)", allow_module_level=True)
+
+from nanobot.bus.events import OutboundMessage
+from nanobot.bus.queue import MessageBus
+from nanobot.channels.qq import (
+    QQ_FILE_TYPE_FILE,
+    QQ_FILE_TYPE_IMAGE,
+    QQChannel,
+    QQConfig,
+    _guess_send_file_type,
+    _is_image_name,
+    _sanitize_filename,
+)
+
+
+class _FakeApi:
+    def __init__(self) -> None:
+        self.c2c_calls: list[dict] = []
+        self.group_calls: list[dict] = []
+
+    async def post_c2c_message(self, **kwargs) -> None:
+        self.c2c_calls.append(kwargs)
+
+    async def post_group_message(self, **kwargs) -> None:
+        self.group_calls.append(kwargs)
+
+
+class _FakeHttp:
+    """Fake _http for _post_base64file tests."""
+
+    def __init__(self, return_value: dict | None = None) -> None:
+        self.return_value = return_value or {}
+        self.calls: list[tuple] = []
+
+    async def request(self, route, **kwargs):
+        self.calls.append((route, kwargs))
+        return self.return_value
+
+
+class _FakeClient:
+    def __init__(self, http_return: dict | None = None) -> None:
+        self.api = _FakeApi()
+        self.api._http = _FakeHttp(http_return)
+
+
+# ── Helper function tests (pure, no async) ──────────────────────────
+
+
+def test_sanitize_filename_strips_path_traversal() -> None:
+    assert _sanitize_filename("../../etc/passwd") == "passwd"
+
+
+def test_sanitize_filename_keeps_chinese_chars() -> None:
+    assert _sanitize_filename("文件（1）.jpg") == "文件（1）.jpg"
+
+
+def test_sanitize_filename_strips_unsafe_chars() -> None:
+    result = _sanitize_filename('file<>:"|?*.txt')
+    # All unsafe chars replaced with "_", but * is replaced too
+    assert result.startswith("file")
+    assert result.endswith(".txt")
+    assert "<" not in result
+    assert ">" not in result
+    assert '"' not in result
+    assert "|" not in result
+    assert "?" not in result
+
+
+def test_sanitize_filename_empty_input() -> None:
+    assert _sanitize_filename("") == ""
+
+
+def test_is_image_name_with_known_extensions() -> None:
+    for ext in (".png", ".jpg", ".jpeg", ".gif", ".bmp", ".webp", ".tif", ".tiff", ".ico", ".svg"):
+        assert _is_image_name(f"photo{ext}") is True
+
+
+def test_is_image_name_with_unknown_extension() -> None:
+    for ext in (".pdf", ".txt", ".mp3", ".mp4"):
+        assert _is_image_name(f"doc{ext}") is False
+
+
+def test_guess_send_file_type_image() -> None:
+    assert _guess_send_file_type("photo.png") == QQ_FILE_TYPE_IMAGE
+    assert _guess_send_file_type("pic.jpg") == QQ_FILE_TYPE_IMAGE
+
+
+def test_guess_send_file_type_file() -> None:
+    assert _guess_send_file_type("doc.pdf") == QQ_FILE_TYPE_FILE
+
+
+def test_guess_send_file_type_by_mime() -> None:
+    # A filename with no known extension but whose mime type is image/*
+    assert _guess_send_file_type("photo.xyz_image_test") == QQ_FILE_TYPE_FILE
+
+
+# ── send() exception handling ───────────────────────────────────────
+
+
+@pytest.mark.asyncio
+async def test_send_exception_caught_not_raised() -> None:
+    """Exceptions inside send() must not propagate."""
+    channel = QQChannel(QQConfig(app_id="app", secret="secret", allow_from=["*"]), MessageBus())
+    channel._client = _FakeClient()
+
+    with patch.object(channel, "_send_text_only", new_callable=AsyncMock, side_effect=RuntimeError("boom")):
+        await channel.send(
+            OutboundMessage(channel="qq", chat_id="user1", content="hello")
+        )
+    # No exception raised — test passes if we get here.
+
+
+@pytest.mark.asyncio
+async def test_send_media_then_text() -> None:
+    """Media is sent before text when both are present."""
+    import tempfile
+
+    channel = QQChannel(QQConfig(app_id="app", secret="secret", allow_from=["*"]), MessageBus())
+    channel._client = _FakeClient()
+
+    with tempfile.NamedTemporaryFile(suffix=".png", delete=False) as f:
+        f.write(b"\x89PNG\r\n")
+        tmp = f.name
+
+    try:
+        with patch.object(channel, "_post_base64file", new_callable=AsyncMock, return_value={"file_info": "1"}) as mock_upload:
+            await channel.send(
+                OutboundMessage(
+                    channel="qq",
+                    chat_id="user1",
+                    content="text after image",
+                    media=[tmp],
+                    metadata={"message_id": "m1"},
+                )
+            )
+            assert mock_upload.called
+
+        # Text should have been sent via c2c (default chat type)
+        text_calls = [c for c in channel._client.api.c2c_calls if c.get("msg_type") == 0]
+        assert len(text_calls) >= 1
+        assert text_calls[-1]["content"] == "text after image"
+    finally:
+        import os
+        os.unlink(tmp)
+
+
+@pytest.mark.asyncio
+async def test_send_media_failure_falls_back_to_text() -> None:
+    """When _send_media returns False, a failure notice is appended."""
+    channel = QQChannel(QQConfig(app_id="app", secret="secret", allow_from=["*"]), MessageBus())
+    channel._client = _FakeClient()
+
+    with patch.object(channel, "_send_media", new_callable=AsyncMock, return_value=False):
+        await channel.send(
+            OutboundMessage(
+                channel="qq",
+                chat_id="user1",
+                content="hello",
+                media=["https://example.com/bad.png"],
+                metadata={"message_id": "m1"},
+            )
+        )
+
+    # Should have the failure text among the c2c calls
+    failure_calls = [c for c in channel._client.api.c2c_calls if "Attachment send failed" in c.get("content", "")]
+    assert len(failure_calls) == 1
+    assert "bad.png" in failure_calls[0]["content"]
+
+
+# ── _on_message() exception handling ────────────────────────────────
+
+
+@pytest.mark.asyncio
+async def test_on_message_exception_caught_not_raised() -> None:
+    """Missing required attributes should not crash _on_message."""
+    channel = QQChannel(QQConfig(app_id="app", secret="secret", allow_from=["*"]), MessageBus())
+    channel._client = _FakeClient()
+
+    # Construct a message-like object that lacks 'author' — triggers AttributeError
+    bad_data = SimpleNamespace(id="x1", content="hi")
+    # Should not raise
+    await channel._on_message(bad_data, is_group=False)
+
+
+@pytest.mark.asyncio
+async def test_on_message_with_attachments() -> None:
+    """Messages with attachments produce media_paths and formatted content."""
+    import tempfile
+
+    channel = QQChannel(QQConfig(app_id="app", secret="secret", allow_from=["*"]), MessageBus())
+    channel._client = _FakeClient()
+
+    with tempfile.NamedTemporaryFile(suffix=".png", delete=False) as f:
+        f.write(b"\x89PNG\r\n")
+        saved_path = f.name
+
+    att = SimpleNamespace(url="", filename="screenshot.png", content_type="image/png")
+
+    # Patch _download_to_media_dir_chunked to return the temp file path
+    async def fake_download(url, filename_hint=""):
+        return saved_path
+
+    try:
+        with patch.object(channel, "_download_to_media_dir_chunked", side_effect=fake_download):
+            data = SimpleNamespace(
+                id="att1",
+                content="look at this",
+                author=SimpleNamespace(user_openid="u1"),
+                attachments=[att],
+            )
+            await channel._on_message(data, is_group=False)
+
+        msg = await channel.bus.consume_inbound()
+        assert "look at this" in msg.content
+        assert "screenshot.png" in msg.content
+        assert "Received files:" in msg.content
+        assert len(msg.media) == 1
+        assert msg.media[0] == saved_path
+    finally:
+        import os
+        os.unlink(saved_path)
+
+
+# ── _post_base64file() ─────────────────────────────────────────────
+
+
+@pytest.mark.asyncio
+async def test_post_base64file_omits_file_name_for_images() -> None:
+    """file_type=1 (image) → payload must not contain file_name."""
+    channel = QQChannel(QQConfig(app_id="app", secret="secret"), MessageBus())
+    channel._client = _FakeClient(http_return={"file_info": "img_abc"})
+
+    await channel._post_base64file(
+        chat_id="user1",
+        is_group=False,
+        file_type=QQ_FILE_TYPE_IMAGE,
+        file_data="ZmFrZQ==",
+        file_name="photo.png",
+    )
+
+    http = channel._client.api._http
+    assert len(http.calls) == 1
+    payload = http.calls[0][1]["json"]
+    assert "file_name" not in payload
+    assert payload["file_type"] == QQ_FILE_TYPE_IMAGE
+
+
+@pytest.mark.asyncio
+async def test_post_base64file_includes_file_name_for_files() -> None:
+    """file_type=4 (file) → payload must contain file_name."""
+    channel = QQChannel(QQConfig(app_id="app", secret="secret"), MessageBus())
+    channel._client = _FakeClient(http_return={"file_info": "file_abc"})
+
+    await channel._post_base64file(
+        chat_id="user1",
+        is_group=False,
+        file_type=QQ_FILE_TYPE_FILE,
+        file_data="ZmFrZQ==",
+        file_name="report.pdf",
+    )
+
+    http = channel._client.api._http
+    assert len(http.calls) == 1
+    payload = http.calls[0][1]["json"]
+    assert payload["file_name"] == "report.pdf"
+    assert payload["file_type"] == QQ_FILE_TYPE_FILE
+
+
+@pytest.mark.asyncio
+async def test_post_base64file_filters_response_to_file_info() -> None:
+    """Response with file_info + extra fields must be filtered to only file_info."""
+    channel = QQChannel(QQConfig(app_id="app", secret="secret"), MessageBus())
+    channel._client = _FakeClient(http_return={
+        "file_info": "fi_123",
+        "file_uuid": "uuid_xxx",
+        "ttl": 3600,
+    })
+
+    result = await channel._post_base64file(
+        chat_id="user1",
+        is_group=False,
+        file_type=QQ_FILE_TYPE_FILE,
+        file_data="ZmFrZQ==",
+        file_name="doc.pdf",
+    )
+
+    assert result == {"file_info": "fi_123"}
+    assert "file_uuid" not in result
+    assert "ttl" not in result

tests/channels/test_slack_channel.py

@@ -10,8 +10,7 @@ except ImportError:
 
 from nanobot.bus.events import OutboundMessage
 from nanobot.bus.queue import MessageBus
-from nanobot.channels.slack import SlackChannel
-from nanobot.channels.slack import SlackConfig
+from nanobot.channels.slack import SlackChannel, SlackConfig
 
 
 class _FakeAsyncWebClient:
@@ -20,6 +19,12 @@ class _FakeAsyncWebClient:
         self.file_upload_calls: list[dict[str, object | None]] = []
         self.reactions_add_calls: list[dict[str, object | None]] = []
         self.reactions_remove_calls: list[dict[str, object | None]] = []
+        self.conversations_list_calls: list[dict[str, object | None]] = []
+        self.users_list_calls: list[dict[str, object | None]] = []
+        self.conversations_open_calls: list[dict[str, object | None]] = []
+        self._conversations_pages: list[dict[str, object]] = []
+        self._users_pages: list[dict[str, object]] = []
+        self._open_dm_response: dict[str, object] = {"channel": {"id": "D_OPENED"}}
 
     async def chat_postMessage(
         self,
@@ -81,6 +86,22 @@ class _FakeAsyncWebClient:
             }
         )
 
+    async def conversations_list(self, **kwargs):
+        self.conversations_list_calls.append(kwargs)
+        if self._conversations_pages:
+            return self._conversations_pages.pop(0)
+        return {"channels": [], "response_metadata": {"next_cursor": ""}}
+
+    async def users_list(self, **kwargs):
+        self.users_list_calls.append(kwargs)
+        if self._users_pages:
+            return self._users_pages.pop(0)
+        return {"members": [], "response_metadata": {"next_cursor": ""}}
+
+    async def conversations_open(self, **kwargs):
+        self.conversations_open_calls.append(kwargs)
+        return self._open_dm_response
+
 
 @pytest.mark.asyncio
 async def test_send_uses_thread_for_channel_messages() -> None:
@@ -151,3 +172,147 @@ async def test_send_updates_reaction_when_final_response_sent() -> None:
     assert fake_web.reactions_add_calls == [
         {"channel": "C123", "name": "white_check_mark", "timestamp": "1700000000.000100"}
     ]
+
+
+@pytest.mark.asyncio
+async def test_send_resolves_channel_name_to_channel_id() -> None:
+    channel = SlackChannel(SlackConfig(enabled=True), MessageBus())
+    fake_web = _FakeAsyncWebClient()
+    fake_web._conversations_pages = [
+        {
+            "channels": [{"id": "C999", "name": "channel_x"}],
+            "response_metadata": {"next_cursor": ""},
+        }
+    ]
+    channel._web_client = fake_web
+
+    await channel.send(
+        OutboundMessage(
+            channel="slack",
+            chat_id="#channel_x",
+            content="hello",
+        )
+    )
+
+    assert fake_web.chat_post_calls == [
+        {"channel": "C999", "text": "hello\n", "thread_ts": None}
+    ]
+    assert len(fake_web.conversations_list_calls) == 1
+
+
+@pytest.mark.asyncio
+async def test_send_resolves_user_handle_to_dm_channel() -> None:
+    channel = SlackChannel(SlackConfig(enabled=True), MessageBus())
+    fake_web = _FakeAsyncWebClient()
+    fake_web._users_pages = [
+        {
+            "members": [
+                {
+                    "id": "U234",
+                    "name": "alice",
+                    "profile": {"display_name": "Alice"},
+                }
+            ],
+            "response_metadata": {"next_cursor": ""},
+        }
+    ]
+    fake_web._open_dm_response = {"channel": {"id": "D234"}}
+    channel._web_client = fake_web
+
+    await channel.send(
+        OutboundMessage(
+            channel="slack",
+            chat_id="@alice",
+            content="hello",
+        )
+    )
+
+    assert fake_web.conversations_open_calls == [{"users": "U234"}]
+    assert fake_web.chat_post_calls == [
+        {"channel": "D234", "text": "hello\n", "thread_ts": None}
+    ]
+
+
+@pytest.mark.asyncio
+async def test_send_updates_reaction_on_origin_channel_for_cross_channel_send() -> None:
+    channel = SlackChannel(SlackConfig(enabled=True, react_emoji="eyes"), MessageBus())
+    fake_web = _FakeAsyncWebClient()
+    fake_web._conversations_pages = [
+        {
+            "channels": [{"id": "C999", "name": "channel_x"}],
+            "response_metadata": {"next_cursor": ""},
+        }
+    ]
+    channel._web_client = fake_web
+
+    await channel.send(
+        OutboundMessage(
+            channel="slack",
+            chat_id="channel_x",
+            content="done",
+            metadata={
+                "slack": {
+                    "event": {"ts": "1700000000.000100", "channel": "D_ORIGIN"},
+                    "channel_type": "im",
+                },
+            },
+        )
+    )
+
+    assert fake_web.chat_post_calls == [
+        {"channel": "C999", "text": "done\n", "thread_ts": None}
+    ]
+    assert fake_web.reactions_remove_calls == [
+        {"channel": "D_ORIGIN", "name": "eyes", "timestamp": "1700000000.000100"}
+    ]
+    assert fake_web.reactions_add_calls == [
+        {"channel": "D_ORIGIN", "name": "white_check_mark", "timestamp": "1700000000.000100"}
+    ]
+
+
+@pytest.mark.asyncio
+async def test_send_does_not_reuse_origin_thread_ts_for_cross_channel_send() -> None:
+    channel = SlackChannel(SlackConfig(enabled=True), MessageBus())
+    fake_web = _FakeAsyncWebClient()
+    fake_web._conversations_pages = [
+        {
+            "channels": [{"id": "C999", "name": "channel_x"}],
+            "response_metadata": {"next_cursor": ""},
+        }
+    ]
+    channel._web_client = fake_web
+
+    await channel.send(
+        OutboundMessage(
+            channel="slack",
+            chat_id="channel_x",
+            content="done",
+            metadata={
+                "slack": {
+                    "event": {"ts": "1700000000.000100", "channel": "C_ORIGIN"},
+                    "thread_ts": "1700000000.000200",
+                    "channel_type": "channel",
+                },
+            },
+        )
+    )
+
+    assert fake_web.chat_post_calls == [
+        {"channel": "C999", "text": "done\n", "thread_ts": None}
+    ]
+
+
+@pytest.mark.asyncio
+async def test_send_raises_when_named_target_cannot_be_resolved() -> None:
+    channel = SlackChannel(SlackConfig(enabled=True), MessageBus())
+    fake_web = _FakeAsyncWebClient()
+    channel._web_client = fake_web
+
+    with pytest.raises(ValueError, match="was not found"):
+        await channel.send(
+            OutboundMessage(
+                channel="slack",
+                chat_id="#missing-channel",
+                content="hello",
+            )
+        )

tests/channels/test_telegram_channel.py

@@ -135,6 +135,7 @@ def _make_telegram_update(
     entities=None,
     caption_entities=None,
     reply_to_message=None,
+    location=None,
 ):
     user = SimpleNamespace(id=12345, username="alice", first_name="Alice")
     message = SimpleNamespace(
@@ -149,6 +150,7 @@ def _make_telegram_update(
         voice=None,
         audio=None,
         document=None,
+        location=location,
         media_group_id=None,
         message_thread_id=None,
         message_id=1,
@@ -385,6 +387,84 @@ async def test_send_delta_stream_end_treats_not_modified_as_success() -> None:
     assert "123" not in channel._stream_bufs
 
 
+@pytest.mark.asyncio
+async def test_send_delta_stream_end_does_not_fallback_on_network_timeout() -> None:
+    """TimedOut during HTML edit should propagate, never fall back to plain text."""
+    from telegram.error import TimedOut
+
+    channel = TelegramChannel(
+        TelegramConfig(enabled=True, token="123:abc", allow_from=["*"]),
+        MessageBus(),
+    )
+    channel._app = _FakeApp(lambda: None)
+    # _call_with_retry retries TimedOut up to 3 times, so the mock will be called
+    # multiple times – but all calls must be with parse_mode="HTML" (no plain fallback).
+    channel._app.bot.edit_message_text = AsyncMock(side_effect=TimedOut("network timeout"))
+    channel._stream_bufs["123"] = _StreamBuf(text="hello", message_id=7, last_edit=0.0)
+
+    with pytest.raises(TimedOut, match="network timeout"):
+        await channel.send_delta("123", "", {"_stream_end": True})
+
+    # Every call to edit_message_text must have used parse_mode="HTML" —
+    # no plain-text fallback call should have been made.
+    for call in channel._app.bot.edit_message_text.call_args_list:
+        assert call.kwargs.get("parse_mode") == "HTML"
+    # Buffer should still be present (not cleaned up on error)
+    assert "123" in channel._stream_bufs
+
+
+@pytest.mark.asyncio
+async def test_send_delta_stream_end_does_not_fallback_on_network_error() -> None:
+    """NetworkError during HTML edit should propagate, never fall back to plain text."""
+    from telegram.error import NetworkError
+
+    channel = TelegramChannel(
+        TelegramConfig(enabled=True, token="123:abc", allow_from=["*"]),
+        MessageBus(),
+    )
+    channel._app = _FakeApp(lambda: None)
+    channel._app.bot.edit_message_text = AsyncMock(side_effect=NetworkError("connection reset"))
+    channel._stream_bufs["123"] = _StreamBuf(text="hello", message_id=7, last_edit=0.0)
+
+    with pytest.raises(NetworkError, match="connection reset"):
+        await channel.send_delta("123", "", {"_stream_end": True})
+
+    # Every call to edit_message_text must have used parse_mode="HTML" —
+    # no plain-text fallback call should have been made.
+    for call in channel._app.bot.edit_message_text.call_args_list:
+        assert call.kwargs.get("parse_mode") == "HTML"
+    # Buffer should still be present (not cleaned up on error)
+    assert "123" in channel._stream_bufs
+
+
+@pytest.mark.asyncio
+async def test_send_delta_stream_end_falls_back_on_bad_request() -> None:
+    """BadRequest (HTML parse error) should still trigger plain-text fallback."""
+    from telegram.error import BadRequest
+
+    channel = TelegramChannel(
+        TelegramConfig(enabled=True, token="123:abc", allow_from=["*"]),
+        MessageBus(),
+    )
+    channel._app = _FakeApp(lambda: None)
+
+    # First call (HTML) raises BadRequest, second call (plain) succeeds
+    channel._app.bot.edit_message_text = AsyncMock(
+        side_effect=[BadRequest("Can't parse entities"), None]
+    )
+    channel._stream_bufs["123"] = _StreamBuf(text="hello <bad>", message_id=7, last_edit=0.0)
+
+    await channel.send_delta("123", "", {"_stream_end": True})
+
+    # edit_message_text should have been called twice: once for HTML, once for plain fallback
+    assert channel._app.bot.edit_message_text.call_count == 2
+    # Second call should not use parse_mode="HTML"
+    second_call_kwargs = channel._app.bot.edit_message_text.call_args_list[1].kwargs
+    assert "parse_mode" not in second_call_kwargs or second_call_kwargs.get("parse_mode") is None
+    # Buffer should be cleaned up on success
+    assert "123" not in channel._stream_bufs
+
+
 @pytest.mark.asyncio
 async def test_send_delta_stream_end_splits_oversized_reply() -> None:
     """Final streamed reply exceeding Telegram limit is split into chunks."""
@@ -1112,3 +1192,204 @@ async def test_on_help_includes_restart_command() -> None:
     assert "/dream" in help_text
     assert "/dream-log" in help_text
     assert "/dream-restore" in help_text
+
+
+@pytest.mark.asyncio
+async def test_on_message_location_content() -> None:
+    """Location messages are forwarded as [location: lat, lon] content."""
+    channel = TelegramChannel(
+        TelegramConfig(enabled=True, token="123:abc", allow_from=["*"], group_policy="open"),
+        MessageBus(),
+    )
+    channel._app = _FakeApp(lambda: None)
+    handled = []
+    async def capture_handle(**kwargs) -> None:
+        handled.append(kwargs)
+    channel._handle_message = capture_handle
+    channel._start_typing = lambda _chat_id: None
+
+    location = SimpleNamespace(latitude=48.8566, longitude=2.3522)
+    update = _make_telegram_update(location=location)
+    await channel._on_message(update, None)
+
+    assert len(handled) == 1
+    assert handled[0]["content"] == "[location: 48.8566, 2.3522]"
+
+
+@pytest.mark.asyncio
+async def test_on_message_location_with_text() -> None:
+    """Location messages with accompanying text include both in content."""
+    channel = TelegramChannel(
+        TelegramConfig(enabled=True, token="123:abc", allow_from=["*"], group_policy="open"),
+        MessageBus(),
+    )
+    channel._app = _FakeApp(lambda: None)
+    handled = []
+    async def capture_handle(**kwargs) -> None:
+        handled.append(kwargs)
+    channel._handle_message = capture_handle
+    channel._start_typing = lambda _chat_id: None
+
+    location = SimpleNamespace(latitude=51.5074, longitude=-0.1278)
+    update = _make_telegram_update(text="meet me here", location=location)
+    await channel._on_message(update, None)
+
+    assert len(handled) == 1
+    assert "meet me here" in handled[0]["content"]
+    assert "[location: 51.5074, -0.1278]" in handled[0]["content"]
+
+
+# ---------------------------------------------------------------------------
+# Tests for retry amplification fix (issue #3050)
+# ---------------------------------------------------------------------------
+
+@pytest.mark.asyncio
+async def test_send_text_does_not_fallback_on_network_timeout() -> None:
+    """TimedOut should propagate immediately, NOT trigger plain-text fallback.
+
+    Before the fix, _send_text caught ALL exceptions (including TimedOut)
+    and retried as plain text, doubling connection demand during pool
+    exhaustion — see issue #3050.
+    """
+    from telegram.error import TimedOut
+
+    channel = TelegramChannel(
+        TelegramConfig(enabled=True, token="123:abc", allow_from=["*"]),
+        MessageBus(),
+    )
+    channel._app = _FakeApp(lambda: None)
+
+    call_count = 0
+
+    async def always_timeout(**kwargs):
+        nonlocal call_count
+        call_count += 1
+        raise TimedOut()
+
+    channel._app.bot.send_message = always_timeout
+
+    import nanobot.channels.telegram as tg_mod
+    orig_delay = tg_mod._SEND_RETRY_BASE_DELAY
+    tg_mod._SEND_RETRY_BASE_DELAY = 0.01
+    try:
+        with pytest.raises(TimedOut):
+            await channel._send_text(123, "hello", None, {})
+    finally:
+        tg_mod._SEND_RETRY_BASE_DELAY = orig_delay
+
+    # With the fix: only _call_with_retry's 3 HTML attempts (no plain fallback).
+    # Before the fix: 3 HTML + 3 plain = 6 attempts.
+    assert call_count == 3, (
+        f"Expected 3 calls (HTML retries only), got {call_count} "
+        "(plain-text fallback should not trigger on TimedOut)"
+    )
+
+
+@pytest.mark.asyncio
+async def test_send_text_does_not_fallback_on_network_error() -> None:
+    """NetworkError should propagate immediately, NOT trigger plain-text fallback."""
+    from telegram.error import NetworkError
+
+    channel = TelegramChannel(
+        TelegramConfig(enabled=True, token="123:abc", allow_from=["*"]),
+        MessageBus(),
+    )
+    channel._app = _FakeApp(lambda: None)
+
+    call_count = 0
+
+    async def always_network_error(**kwargs):
+        nonlocal call_count
+        call_count += 1
+        raise NetworkError("Connection reset")
+
+    channel._app.bot.send_message = always_network_error
+
+    import nanobot.channels.telegram as tg_mod
+    orig_delay = tg_mod._SEND_RETRY_BASE_DELAY
+    tg_mod._SEND_RETRY_BASE_DELAY = 0.01
+    try:
+        with pytest.raises(NetworkError):
+            await channel._send_text(123, "hello", None, {})
+    finally:
+        tg_mod._SEND_RETRY_BASE_DELAY = orig_delay
+
+    # _call_with_retry does NOT retry NetworkError (only TimedOut/RetryAfter),
+    # so it raises after 1 attempt. The fix prevents plain-text fallback.
+    # Before the fix: 1 HTML + 1 plain = 2. After the fix: 1 HTML only.
+    assert call_count == 1, (
+        f"Expected 1 call (HTML only, no plain fallback), got {call_count}"
+    )
+
+
+@pytest.mark.asyncio
+async def test_send_text_falls_back_on_bad_request() -> None:
+    """BadRequest (HTML parse error) should still trigger plain-text fallback."""
+    from telegram.error import BadRequest
+
+    channel = TelegramChannel(
+        TelegramConfig(enabled=True, token="123:abc", allow_from=["*"]),
+        MessageBus(),
+    )
+    channel._app = _FakeApp(lambda: None)
+
+    original_send = channel._app.bot.send_message
+    html_call_count = 0
+
+    async def html_fails(**kwargs):
+        nonlocal html_call_count
+        if kwargs.get("parse_mode") == "HTML":
+            html_call_count += 1
+            raise BadRequest("Can't parse entities")
+        return await original_send(**kwargs)
+
+    channel._app.bot.send_message = html_fails
+
+    import nanobot.channels.telegram as tg_mod
+    orig_delay = tg_mod._SEND_RETRY_BASE_DELAY
+    tg_mod._SEND_RETRY_BASE_DELAY = 0.01
+    try:
+        await channel._send_text(123, "hello **world**", None, {})
+    finally:
+        tg_mod._SEND_RETRY_BASE_DELAY = orig_delay
+
+    # HTML attempt failed with BadRequest → fallback to plain text succeeds.
+    assert html_call_count == 1, f"Expected 1 HTML attempt, got {html_call_count}"
+    assert len(channel._app.bot.sent_messages) == 1
+    # Plain text send should NOT have parse_mode
+    assert channel._app.bot.sent_messages[0].get("parse_mode") is None
+
+
+@pytest.mark.asyncio
+async def test_send_text_bad_request_plain_fallback_exhausted() -> None:
+    """When both HTML and plain-text fallback fail with BadRequest, the error propagates."""
+    from telegram.error import BadRequest
+
+    channel = TelegramChannel(
+        TelegramConfig(enabled=True, token="123:abc", allow_from=["*"]),
+        MessageBus(),
+    )
+    channel._app = _FakeApp(lambda: None)
+
+    call_count = 0
+
+    async def always_bad_request(**kwargs):
+        nonlocal call_count
+        call_count += 1
+        raise BadRequest("Bad request")
+
+    channel._app.bot.send_message = always_bad_request
+
+    import nanobot.channels.telegram as tg_mod
+    orig_delay = tg_mod._SEND_RETRY_BASE_DELAY
+    tg_mod._SEND_RETRY_BASE_DELAY = 0.01
+    try:
+        with pytest.raises(BadRequest):
+            await channel._send_text(123, "hello", None, {})
+    finally:
+        tg_mod._SEND_RETRY_BASE_DELAY = orig_delay
+
+    # _call_with_retry does NOT retry BadRequest (only TimedOut/RetryAfter),
+    # so HTML fails after 1 attempt → fallback to plain also fails after 1 attempt.
+    # Before the fix: 2 total. After the fix: still 2 (BadRequest SHOULD fallback).
+    assert call_count == 2, f"Expected 2 calls (1 HTML + 1 plain), got {call_count}"

tests/channels/test_websocket_channel.py

@@ -0,0 +1,598 @@
+"""Unit and lightweight integration tests for the WebSocket channel."""
+
+import asyncio
+import functools
+import json
+import time
+from typing import Any
+from unittest.mock import AsyncMock, MagicMock
+
+import httpx
+import pytest
+import websockets
+from websockets.exceptions import ConnectionClosed
+from websockets.frames import Close
+
+from nanobot.bus.events import OutboundMessage
+from nanobot.channels.websocket import (
+    WebSocketChannel,
+    WebSocketConfig,
+    _issue_route_secret_matches,
+    _normalize_config_path,
+    _normalize_http_path,
+    _parse_inbound_payload,
+    _parse_query,
+    _parse_request_path,
+)
+
+# -- Shared helpers (aligned with test_websocket_integration.py) ---------------
+
+_PORT = 29876
+
+
+def _ch(bus: Any, **kw: Any) -> WebSocketChannel:
+    cfg: dict[str, Any] = {
+        "enabled": True,
+        "allowFrom": ["*"],
+        "host": "127.0.0.1",
+        "port": _PORT,
+        "path": "/ws",
+        "websocketRequiresToken": False,
+    }
+    cfg.update(kw)
+    return WebSocketChannel(cfg, bus)
+
+
+@pytest.fixture()
+def bus() -> MagicMock:
+    b = MagicMock()
+    b.publish_inbound = AsyncMock()
+    return b
+
+
+async def _http_get(url: str, headers: dict[str, str] | None = None) -> httpx.Response:
+    """Run GET in a thread to avoid blocking the asyncio loop shared with websockets."""
+    return await asyncio.to_thread(
+        functools.partial(httpx.get, url, headers=headers or {}, timeout=5.0)
+    )
+
+
+def test_normalize_http_path_strips_trailing_slash_except_root() -> None:
+    assert _normalize_http_path("/chat/") == "/chat"
+    assert _normalize_http_path("/chat?x=1") == "/chat"
+    assert _normalize_http_path("/") == "/"
+
+
+def test_parse_request_path_matches_normalize_and_query() -> None:
+    path, query = _parse_request_path("/ws/?token=secret&client_id=u1")
+    assert path == _normalize_http_path("/ws/?token=secret&client_id=u1")
+    assert query == _parse_query("/ws/?token=secret&client_id=u1")
+
+
+def test_normalize_config_path_matches_request() -> None:
+    assert _normalize_config_path("/ws/") == "/ws"
+    assert _normalize_config_path("/") == "/"
+
+
+def test_parse_query_extracts_token_and_client_id() -> None:
+    query = _parse_query("/?token=secret&client_id=u1")
+    assert query.get("token") == ["secret"]
+    assert query.get("client_id") == ["u1"]
+
+
+@pytest.mark.parametrize(
+    ("raw", "expected"),
+    [
+        ("plain", "plain"),
+        ('{"content": "hi"}', "hi"),
+        ('{"text": "there"}', "there"),
+        ('{"message": "x"}', "x"),
+        ("  ", None),
+        ("{}", None),
+    ],
+)
+def test_parse_inbound_payload(raw: str, expected: str | None) -> None:
+    assert _parse_inbound_payload(raw) == expected
+
+
+def test_parse_inbound_invalid_json_falls_back_to_raw_string() -> None:
+    assert _parse_inbound_payload("{not json") == "{not json"
+
+
+@pytest.mark.parametrize(
+    ("raw", "expected"),
+    [
+        ('{"content": ""}', None),           # empty string content
+        ('{"content": 123}', None),          # non-string content
+        ('{"content": "  "}', None),         # whitespace-only content
+        ('["hello"]', '["hello"]'),           # JSON array: not a dict, treated as plain text
+        ('{"unknown_key": "val"}', None),    # unrecognized key
+        ('{"content": null}', None),         # null content
+    ],
+)
+def test_parse_inbound_payload_edge_cases(raw: str, expected: str | None) -> None:
+    assert _parse_inbound_payload(raw) == expected
+
+
+def test_web_socket_config_path_must_start_with_slash() -> None:
+    with pytest.raises(ValueError, match='path must start with "/"'):
+        WebSocketConfig(path="bad")
+
+
+def test_ssl_context_requires_both_cert_and_key_files() -> None:
+    bus = MagicMock()
+    channel = WebSocketChannel(
+        {"enabled": True, "allowFrom": ["*"], "sslCertfile": "/tmp/c.pem", "sslKeyfile": ""},
+        bus,
+    )
+    with pytest.raises(ValueError, match="ssl_certfile and ssl_keyfile"):
+        channel._build_ssl_context()
+
+
+def test_default_config_includes_safe_bind_and_streaming() -> None:
+    defaults = WebSocketChannel.default_config()
+    assert defaults["enabled"] is False
+    assert defaults["host"] == "127.0.0.1"
+    assert defaults["streaming"] is True
+    assert defaults["allowFrom"] == ["*"]
+    assert defaults.get("tokenIssuePath", "") == ""
+
+
+def test_token_issue_path_must_differ_from_websocket_path() -> None:
+    with pytest.raises(ValueError, match="token_issue_path must differ"):
+        WebSocketConfig(path="/ws", token_issue_path="/ws")
+
+
+def test_issue_route_secret_matches_bearer_and_header() -> None:
+    from websockets.datastructures import Headers
+
+    secret = "my-secret"
+    bearer_headers = Headers([("Authorization", "Bearer my-secret")])
+    assert _issue_route_secret_matches(bearer_headers, secret) is True
+    x_headers = Headers([("X-Nanobot-Auth", "my-secret")])
+    assert _issue_route_secret_matches(x_headers, secret) is True
+    wrong = Headers([("Authorization", "Bearer other")])
+    assert _issue_route_secret_matches(wrong, secret) is False
+
+
+def test_issue_route_secret_matches_empty_secret() -> None:
+    from websockets.datastructures import Headers
+
+    # Empty secret always returns True regardless of headers
+    assert _issue_route_secret_matches(Headers([]), "") is True
+    assert _issue_route_secret_matches(Headers([("Authorization", "Bearer anything")]), "") is True
+
+
+@pytest.mark.asyncio
+async def test_send_delivers_json_message_with_media_and_reply() -> None:
+    bus = MagicMock()
+    channel = WebSocketChannel({"enabled": True, "allowFrom": ["*"]}, bus)
+    mock_ws = AsyncMock()
+    channel._connections["chat-1"] = mock_ws
+
+    msg = OutboundMessage(
+        channel="websocket",
+        chat_id="chat-1",
+        content="hello",
+        reply_to="m1",
+        media=["/tmp/a.png"],
+    )
+    await channel.send(msg)
+
+    mock_ws.send.assert_awaited_once()
+    payload = json.loads(mock_ws.send.call_args[0][0])
+    assert payload["event"] == "message"
+    assert payload["text"] == "hello"
+    assert payload["reply_to"] == "m1"
+    assert payload["media"] == ["/tmp/a.png"]
+
+
+@pytest.mark.asyncio
+async def test_send_missing_connection_is_noop_without_error() -> None:
+    bus = MagicMock()
+    channel = WebSocketChannel({"enabled": True, "allowFrom": ["*"]}, bus)
+    msg = OutboundMessage(channel="websocket", chat_id="missing", content="x")
+    await channel.send(msg)
+
+
+@pytest.mark.asyncio
+async def test_send_removes_connection_on_connection_closed() -> None:
+    bus = MagicMock()
+    channel = WebSocketChannel({"enabled": True, "allowFrom": ["*"]}, bus)
+    mock_ws = AsyncMock()
+    mock_ws.send.side_effect = ConnectionClosed(Close(1006, ""), Close(1006, ""), True)
+    channel._connections["chat-1"] = mock_ws
+
+    msg = OutboundMessage(channel="websocket", chat_id="chat-1", content="hello")
+    await channel.send(msg)
+
+    assert "chat-1" not in channel._connections
+
+
+@pytest.mark.asyncio
+async def test_send_delta_removes_connection_on_connection_closed() -> None:
+    bus = MagicMock()
+    channel = WebSocketChannel({"enabled": True, "allowFrom": ["*"], "streaming": True}, bus)
+    mock_ws = AsyncMock()
+    mock_ws.send.side_effect = ConnectionClosed(Close(1006, ""), Close(1006, ""), True)
+    channel._connections["chat-1"] = mock_ws
+
+    await channel.send_delta("chat-1", "chunk", {"_stream_delta": True, "_stream_id": "s1"})
+
+    assert "chat-1" not in channel._connections
+
+
+@pytest.mark.asyncio
+async def test_send_delta_emits_delta_and_stream_end() -> None:
+    bus = MagicMock()
+    channel = WebSocketChannel({"enabled": True, "allowFrom": ["*"], "streaming": True}, bus)
+    mock_ws = AsyncMock()
+    channel._connections["chat-1"] = mock_ws
+
+    await channel.send_delta("chat-1", "part", {"_stream_delta": True, "_stream_id": "sid"})
+    await channel.send_delta("chat-1", "", {"_stream_end": True, "_stream_id": "sid"})
+
+    assert mock_ws.send.await_count == 2
+    first = json.loads(mock_ws.send.call_args_list[0][0][0])
+    second = json.loads(mock_ws.send.call_args_list[1][0][0])
+    assert first["event"] == "delta"
+    assert first["text"] == "part"
+    assert first["stream_id"] == "sid"
+    assert second["event"] == "stream_end"
+    assert second["stream_id"] == "sid"
+
+
+@pytest.mark.asyncio
+async def test_send_non_connection_closed_exception_is_raised() -> None:
+    bus = MagicMock()
+    channel = WebSocketChannel({"enabled": True, "allowFrom": ["*"]}, bus)
+    mock_ws = AsyncMock()
+    mock_ws.send.side_effect = RuntimeError("unexpected")
+    channel._connections["chat-1"] = mock_ws
+
+    msg = OutboundMessage(channel="websocket", chat_id="chat-1", content="hello")
+    with pytest.raises(RuntimeError, match="unexpected"):
+        await channel.send(msg)
+
+
+@pytest.mark.asyncio
+async def test_send_delta_missing_connection_is_noop() -> None:
+    bus = MagicMock()
+    channel = WebSocketChannel({"enabled": True, "allowFrom": ["*"], "streaming": True}, bus)
+    # No exception, no error — just a no-op
+    await channel.send_delta("nonexistent", "chunk", {"_stream_delta": True, "_stream_id": "s1"})
+
+
+@pytest.mark.asyncio
+async def test_stop_is_idempotent() -> None:
+    bus = MagicMock()
+    channel = WebSocketChannel({"enabled": True, "allowFrom": ["*"]}, bus)
+    # stop() before start() should not raise
+    await channel.stop()
+    await channel.stop()
+
+
+@pytest.mark.asyncio
+async def test_end_to_end_client_receives_ready_and_agent_sees_inbound(bus: MagicMock) -> None:
+    port = 29876
+    channel = _ch(bus, port=port)
+
+    server_task = asyncio.create_task(channel.start())
+    await asyncio.sleep(0.3)
+
+    try:
+        async with websockets.connect(f"ws://127.0.0.1:{port}/ws?client_id=tester") as client:
+            ready_raw = await client.recv()
+            ready = json.loads(ready_raw)
+            assert ready["event"] == "ready"
+            assert ready["client_id"] == "tester"
+            chat_id = ready["chat_id"]
+
+            await client.send(json.dumps({"content": "ping from client"}))
+            await asyncio.sleep(0.08)
+
+            bus.publish_inbound.assert_awaited()
+            inbound = bus.publish_inbound.call_args[0][0]
+            assert inbound.channel == "websocket"
+            assert inbound.sender_id == "tester"
+            assert inbound.chat_id == chat_id
+            assert inbound.content == "ping from client"
+
+            await client.send("plain text frame")
+            await asyncio.sleep(0.08)
+            assert bus.publish_inbound.await_count >= 2
+            second = [c[0][0] for c in bus.publish_inbound.call_args_list][-1]
+            assert second.content == "plain text frame"
+    finally:
+        await channel.stop()
+        await server_task
+
+
+@pytest.mark.asyncio
+async def test_token_rejects_handshake_when_mismatch(bus: MagicMock) -> None:
+    port = 29877
+    channel = _ch(bus, port=port, path="/", token="secret")
+
+    server_task = asyncio.create_task(channel.start())
+    await asyncio.sleep(0.3)
+
+    try:
+        with pytest.raises(websockets.exceptions.InvalidStatus) as excinfo:
+            async with websockets.connect(f"ws://127.0.0.1:{port}/?token=wrong"):
+                pass
+        assert excinfo.value.response.status_code == 401
+    finally:
+        await channel.stop()
+        await server_task
+
+
+@pytest.mark.asyncio
+async def test_wrong_path_returns_404(bus: MagicMock) -> None:
+    port = 29878
+    channel = _ch(bus, port=port)
+
+    server_task = asyncio.create_task(channel.start())
+    await asyncio.sleep(0.3)
+
+    try:
+        with pytest.raises(websockets.exceptions.InvalidStatus) as excinfo:
+            async with websockets.connect(f"ws://127.0.0.1:{port}/other"):
+                pass
+        assert excinfo.value.response.status_code == 404
+    finally:
+        await channel.stop()
+        await server_task
+
+
+def test_registry_discovers_websocket_channel() -> None:
+    from nanobot.channels.registry import load_channel_class
+
+    cls = load_channel_class("websocket")
+    assert cls.name == "websocket"
+
+
+@pytest.mark.asyncio
+async def test_http_route_issues_token_then_websocket_requires_it(bus: MagicMock) -> None:
+    port = 29879
+    channel = _ch(
+        bus, port=port,
+        tokenIssuePath="/auth/token",
+        tokenIssueSecret="route-secret",
+        websocketRequiresToken=True,
+    )
+
+    server_task = asyncio.create_task(channel.start())
+    await asyncio.sleep(0.3)
+
+    try:
+        deny = await _http_get(f"http://127.0.0.1:{port}/auth/token")
+        assert deny.status_code == 401
+
+        issue = await _http_get(
+            f"http://127.0.0.1:{port}/auth/token",
+            headers={"Authorization": "Bearer route-secret"},
+        )
+        assert issue.status_code == 200
+        token = issue.json()["token"]
+        assert token.startswith("nbwt_")
+
+        with pytest.raises(websockets.exceptions.InvalidStatus) as missing_token:
+            async with websockets.connect(f"ws://127.0.0.1:{port}/ws?client_id=x"):
+                pass
+        assert missing_token.value.response.status_code == 401
+
+        uri = f"ws://127.0.0.1:{port}/ws?token={token}&client_id=caller"
+        async with websockets.connect(uri) as client:
+            ready = json.loads(await client.recv())
+            assert ready["event"] == "ready"
+            assert ready["client_id"] == "caller"
+
+        with pytest.raises(websockets.exceptions.InvalidStatus) as reuse:
+            async with websockets.connect(uri):
+                pass
+        assert reuse.value.response.status_code == 401
+    finally:
+        await channel.stop()
+        await server_task
+
+
+@pytest.mark.asyncio
+async def test_end_to_end_server_pushes_streaming_deltas_to_client(bus: MagicMock) -> None:
+    port = 29880
+    channel = _ch(bus, port=port, streaming=True)
+
+    server_task = asyncio.create_task(channel.start())
+    await asyncio.sleep(0.3)
+
+    try:
+        async with websockets.connect(f"ws://127.0.0.1:{port}/ws?client_id=stream-tester") as client:
+            ready_raw = await client.recv()
+            ready = json.loads(ready_raw)
+            chat_id = ready["chat_id"]
+
+            # Server pushes deltas directly
+            await channel.send_delta(
+                chat_id, "Hello ", {"_stream_delta": True, "_stream_id": "s1"}
+            )
+            await channel.send_delta(
+                chat_id, "world", {"_stream_delta": True, "_stream_id": "s1"}
+            )
+            await channel.send_delta(
+                chat_id, "", {"_stream_end": True, "_stream_id": "s1"}
+            )
+
+            delta1 = json.loads(await client.recv())
+            assert delta1["event"] == "delta"
+            assert delta1["text"] == "Hello "
+            assert delta1["stream_id"] == "s1"
+
+            delta2 = json.loads(await client.recv())
+            assert delta2["event"] == "delta"
+            assert delta2["text"] == "world"
+            assert delta2["stream_id"] == "s1"
+
+            end = json.loads(await client.recv())
+            assert end["event"] == "stream_end"
+            assert end["stream_id"] == "s1"
+    finally:
+        await channel.stop()
+        await server_task
+
+
+@pytest.mark.asyncio
+async def test_token_issue_rejects_when_at_capacity(bus: MagicMock) -> None:
+    port = 29881
+    channel = _ch(bus, port=port, tokenIssuePath="/auth/token", tokenIssueSecret="s")
+
+    server_task = asyncio.create_task(channel.start())
+    await asyncio.sleep(0.3)
+
+    try:
+        # Fill issued tokens to capacity
+        channel._issued_tokens = {
+            f"nbwt_fill_{i}": time.monotonic() + 300 for i in range(channel._MAX_ISSUED_TOKENS)
+        }
+
+        resp = await _http_get(
+            f"http://127.0.0.1:{port}/auth/token",
+            headers={"Authorization": "Bearer s"},
+        )
+        assert resp.status_code == 429
+        data = resp.json()
+        assert "error" in data
+    finally:
+        await channel.stop()
+        await server_task
+
+
+@pytest.mark.asyncio
+async def test_allow_from_rejects_unauthorized_client_id(bus: MagicMock) -> None:
+    port = 29882
+    channel = _ch(bus, port=port, allowFrom=["alice", "bob"])
+
+    server_task = asyncio.create_task(channel.start())
+    await asyncio.sleep(0.3)
+
+    try:
+        with pytest.raises(websockets.exceptions.InvalidStatus) as exc_info:
+            async with websockets.connect(f"ws://127.0.0.1:{port}/ws?client_id=eve"):
+                pass
+        assert exc_info.value.response.status_code == 403
+    finally:
+        await channel.stop()
+        await server_task
+
+
+@pytest.mark.asyncio
+async def test_client_id_truncation(bus: MagicMock) -> None:
+    port = 29883
+    channel = _ch(bus, port=port)
+
+    server_task = asyncio.create_task(channel.start())
+    await asyncio.sleep(0.3)
+
+    try:
+        long_id = "x" * 200
+        async with websockets.connect(f"ws://127.0.0.1:{port}/ws?client_id={long_id}") as client:
+            ready = json.loads(await client.recv())
+            assert ready["client_id"] == "x" * 128
+            assert len(ready["client_id"]) == 128
+    finally:
+        await channel.stop()
+        await server_task
+
+
+@pytest.mark.asyncio
+async def test_non_utf8_binary_frame_ignored(bus: MagicMock) -> None:
+    port = 29884
+    channel = _ch(bus, port=port)
+
+    server_task = asyncio.create_task(channel.start())
+    await asyncio.sleep(0.3)
+
+    try:
+        async with websockets.connect(f"ws://127.0.0.1:{port}/ws?client_id=bin-test") as client:
+            await client.recv()  # consume ready
+            # Send non-UTF-8 bytes
+            await client.send(b"\xff\xfe\xfd")
+            await asyncio.sleep(0.05)
+            # publish_inbound should NOT have been called
+            bus.publish_inbound.assert_not_awaited()
+    finally:
+        await channel.stop()
+        await server_task
+
+
+@pytest.mark.asyncio
+async def test_static_token_accepts_issued_token_as_fallback(bus: MagicMock) -> None:
+    port = 29885
+    channel = _ch(
+        bus, port=port,
+        token="static-secret",
+        tokenIssuePath="/auth/token",
+        tokenIssueSecret="route-secret",
+    )
+
+    server_task = asyncio.create_task(channel.start())
+    await asyncio.sleep(0.3)
+
+    try:
+        # Get an issued token
+        resp = await _http_get(
+            f"http://127.0.0.1:{port}/auth/token",
+            headers={"Authorization": "Bearer route-secret"},
+        )
+        assert resp.status_code == 200
+        issued_token = resp.json()["token"]
+
+        # Connect using issued token (not the static one)
+        async with websockets.connect(f"ws://127.0.0.1:{port}/ws?token={issued_token}&client_id=caller") as client:
+            ready = json.loads(await client.recv())
+            assert ready["event"] == "ready"
+    finally:
+        await channel.stop()
+        await server_task
+
+
+@pytest.mark.asyncio
+async def test_allow_from_empty_list_denies_all(bus: MagicMock) -> None:
+    port = 29886
+    channel = _ch(bus, port=port, allowFrom=[])
+
+    server_task = asyncio.create_task(channel.start())
+    await asyncio.sleep(0.3)
+
+    try:
+        with pytest.raises(websockets.exceptions.InvalidStatus) as exc_info:
+            async with websockets.connect(f"ws://127.0.0.1:{port}/ws?client_id=anyone"):
+                pass
+        assert exc_info.value.response.status_code == 403
+    finally:
+        await channel.stop()
+        await server_task
+
+
+@pytest.mark.asyncio
+async def test_websocket_requires_token_without_issue_path(bus: MagicMock) -> None:
+    """When websocket_requires_token is True but no token or issue path configured, all connections are rejected."""
+    port = 29887
+    channel = _ch(bus, port=port, websocketRequiresToken=True)
+
+    server_task = asyncio.create_task(channel.start())
+    await asyncio.sleep(0.3)
+
+    try:
+        # No token at all → 401
+        with pytest.raises(websockets.exceptions.InvalidStatus) as exc_info:
+            async with websockets.connect(f"ws://127.0.0.1:{port}/ws?client_id=u"):
+                pass
+        assert exc_info.value.response.status_code == 401
+
+        # Wrong token → 401
+        with pytest.raises(websockets.exceptions.InvalidStatus) as exc_info:
+            async with websockets.connect(f"ws://127.0.0.1:{port}/ws?client_id=u&token=wrong"):
+                pass
+        assert exc_info.value.response.status_code == 401
+    finally:
+        await channel.stop()
+        await server_task

tests/channels/test_websocket_integration.py

@@ -0,0 +1,478 @@
+"""Integration tests for the WebSocket channel using WsTestClient.
+
+Complements the unit/lightweight tests in test_websocket_channel.py by covering
+multi-client scenarios, edge cases, and realistic usage patterns.
+"""
+
+from __future__ import annotations
+
+import asyncio
+import json
+from typing import Any
+from unittest.mock import AsyncMock, MagicMock
+
+import pytest
+import websockets
+
+from nanobot.channels.websocket import WebSocketChannel
+from nanobot.bus.events import OutboundMessage
+from ws_test_client import WsTestClient, issue_token, issue_token_ok
+
+
+def _ch(bus: Any, port: int, **kw: Any) -> WebSocketChannel:
+    cfg: dict[str, Any] = {
+        "enabled": True,
+        "allowFrom": ["*"],
+        "host": "127.0.0.1",
+        "port": port,
+        "path": "/",
+        "websocketRequiresToken": False,
+    }
+    cfg.update(kw)
+    return WebSocketChannel(cfg, bus)
+
+
+@pytest.fixture()
+def bus() -> MagicMock:
+    b = MagicMock()
+    b.publish_inbound = AsyncMock()
+    return b
+
+
+# -- Connection basics ----------------------------------------------------
+
+
+@pytest.mark.asyncio
+async def test_ready_event_fields(bus: MagicMock) -> None:
+    ch = _ch(bus, 29901)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29901/", client_id="c1") as c:
+            r = await c.recv_ready()
+            assert r.event == "ready"
+            assert len(r.chat_id) == 36
+            assert r.client_id == "c1"
+    finally:
+        await ch.stop(); await t
+
+
+@pytest.mark.asyncio
+async def test_anonymous_client_gets_generated_id(bus: MagicMock) -> None:
+    ch = _ch(bus, 29902)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29902/", client_id="") as c:
+            r = await c.recv_ready()
+            assert r.client_id.startswith("anon-")
+    finally:
+        await ch.stop(); await t
+
+
+@pytest.mark.asyncio
+async def test_each_connection_unique_chat_id(bus: MagicMock) -> None:
+    ch = _ch(bus, 29903)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29903/", client_id="a") as c1:
+            async with WsTestClient("ws://127.0.0.1:29903/", client_id="b") as c2:
+                assert (await c1.recv_ready()).chat_id != (await c2.recv_ready()).chat_id
+    finally:
+        await ch.stop(); await t
+
+
+# -- Inbound messages (client -> server) ----------------------------------
+
+
+@pytest.mark.asyncio
+async def test_plain_text(bus: MagicMock) -> None:
+    ch = _ch(bus, 29904)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29904/", client_id="p") as c:
+            await c.recv_ready()
+            await c.send_text("hello world")
+            await asyncio.sleep(0.1)
+            inbound = bus.publish_inbound.call_args[0][0]
+            assert inbound.content == "hello world"
+            assert inbound.sender_id == "p"
+    finally:
+        await ch.stop(); await t
+
+
+@pytest.mark.asyncio
+async def test_json_content_field(bus: MagicMock) -> None:
+    ch = _ch(bus, 29905)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29905/", client_id="j") as c:
+            await c.recv_ready()
+            await c.send_json({"content": "structured"})
+            await asyncio.sleep(0.1)
+            assert bus.publish_inbound.call_args[0][0].content == "structured"
+    finally:
+        await ch.stop(); await t
+
+
+@pytest.mark.asyncio
+async def test_json_text_and_message_fields(bus: MagicMock) -> None:
+    ch = _ch(bus, 29906)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29906/", client_id="x") as c:
+            await c.recv_ready()
+            await c.send_json({"text": "via text"})
+            await asyncio.sleep(0.1)
+            assert bus.publish_inbound.call_args[0][0].content == "via text"
+            await c.send_json({"message": "via message"})
+            await asyncio.sleep(0.1)
+            assert bus.publish_inbound.call_args[0][0].content == "via message"
+    finally:
+        await ch.stop(); await t
+
+
+@pytest.mark.asyncio
+async def test_empty_payload_ignored(bus: MagicMock) -> None:
+    ch = _ch(bus, 29907)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29907/", client_id="e") as c:
+            await c.recv_ready()
+            await c.send_text("   ")
+            await c.send_json({})
+            await asyncio.sleep(0.1)
+            bus.publish_inbound.assert_not_awaited()
+    finally:
+        await ch.stop(); await t
+
+
+@pytest.mark.asyncio
+async def test_messages_preserve_order(bus: MagicMock) -> None:
+    ch = _ch(bus, 29908)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29908/", client_id="o") as c:
+            await c.recv_ready()
+            for i in range(5):
+                await c.send_text(f"msg-{i}")
+            await asyncio.sleep(0.2)
+            contents = [call[0][0].content for call in bus.publish_inbound.call_args_list]
+            assert contents == [f"msg-{i}" for i in range(5)]
+    finally:
+        await ch.stop(); await t
+
+
+# -- Outbound messages (server -> client) ---------------------------------
+
+
+@pytest.mark.asyncio
+async def test_server_send_message(bus: MagicMock) -> None:
+    ch = _ch(bus, 29909)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29909/", client_id="r") as c:
+            ready = await c.recv_ready()
+            await ch.send(OutboundMessage(
+                channel="websocket", chat_id=ready.chat_id, content="reply",
+            ))
+            msg = await c.recv_message()
+            assert msg.text == "reply"
+    finally:
+        await ch.stop(); await t
+
+
+@pytest.mark.asyncio
+async def test_server_send_with_media_and_reply(bus: MagicMock) -> None:
+    ch = _ch(bus, 29910)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29910/", client_id="m") as c:
+            ready = await c.recv_ready()
+            await ch.send(OutboundMessage(
+                channel="websocket", chat_id=ready.chat_id, content="img",
+                media=["/tmp/a.png"], reply_to="m1",
+            ))
+            msg = await c.recv_message()
+            assert msg.text == "img"
+            assert msg.media == ["/tmp/a.png"]
+            assert msg.reply_to == "m1"
+    finally:
+        await ch.stop(); await t
+
+
+# -- Streaming ------------------------------------------------------------
+
+
+@pytest.mark.asyncio
+async def test_streaming_deltas_and_end(bus: MagicMock) -> None:
+    ch = _ch(bus, 29911, streaming=True)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29911/", client_id="s") as c:
+            cid = (await c.recv_ready()).chat_id
+            for part in ("Hello", " ", "world", "!"):
+                await ch.send_delta(cid, part, {"_stream_delta": True, "_stream_id": "s1"})
+            await ch.send_delta(cid, "", {"_stream_end": True, "_stream_id": "s1"})
+
+            msgs = await c.collect_stream()
+            deltas = [m for m in msgs if m.event == "delta"]
+            assert "".join(d.text for d in deltas) == "Hello world!"
+            ends = [m for m in msgs if m.event == "stream_end"]
+            assert len(ends) == 1
+    finally:
+        await ch.stop(); await t
+
+
+@pytest.mark.asyncio
+async def test_interleaved_streams(bus: MagicMock) -> None:
+    ch = _ch(bus, 29912, streaming=True)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29912/", client_id="i") as c:
+            cid = (await c.recv_ready()).chat_id
+            await ch.send_delta(cid, "A1", {"_stream_delta": True, "_stream_id": "sa"})
+            await ch.send_delta(cid, "B1", {"_stream_delta": True, "_stream_id": "sb"})
+            await ch.send_delta(cid, "A2", {"_stream_delta": True, "_stream_id": "sa"})
+            await ch.send_delta(cid, "", {"_stream_end": True, "_stream_id": "sa"})
+            await ch.send_delta(cid, "B2", {"_stream_delta": True, "_stream_id": "sb"})
+            await ch.send_delta(cid, "", {"_stream_end": True, "_stream_id": "sb"})
+
+            msgs = await c.recv_n(6)
+            sa = "".join(m.text for m in msgs if m.event == "delta" and m.stream_id == "sa")
+            sb = "".join(m.text for m in msgs if m.event == "delta" and m.stream_id == "sb")
+            assert sa == "A1A2"
+            assert sb == "B1B2"
+    finally:
+        await ch.stop(); await t
+
+
+# -- Multi-client ---------------------------------------------------------
+
+
+@pytest.mark.asyncio
+async def test_independent_sessions(bus: MagicMock) -> None:
+    ch = _ch(bus, 29913)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29913/", client_id="u1") as c1:
+            async with WsTestClient("ws://127.0.0.1:29913/", client_id="u2") as c2:
+                r1, r2 = await c1.recv_ready(), await c2.recv_ready()
+                await ch.send(OutboundMessage(
+                    channel="websocket", chat_id=r1.chat_id, content="for-u1",
+                ))
+                assert (await c1.recv_message()).text == "for-u1"
+                await ch.send(OutboundMessage(
+                    channel="websocket", chat_id=r2.chat_id, content="for-u2",
+                ))
+                assert (await c2.recv_message()).text == "for-u2"
+    finally:
+        await ch.stop(); await t
+
+
+@pytest.mark.asyncio
+async def test_disconnected_client_cleanup(bus: MagicMock) -> None:
+    ch = _ch(bus, 29914)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29914/", client_id="tmp") as c:
+            chat_id = (await c.recv_ready()).chat_id
+        # disconnected
+        await ch.send(OutboundMessage(
+            channel="websocket", chat_id=chat_id, content="orphan",
+        ))
+        assert chat_id not in ch._connections
+    finally:
+        await ch.stop(); await t
+
+
+# -- Authentication -------------------------------------------------------
+
+
+@pytest.mark.asyncio
+async def test_static_token_accepted(bus: MagicMock) -> None:
+    ch = _ch(bus, 29915, token="secret")
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29915/", client_id="a", token="secret") as c:
+            assert (await c.recv_ready()).client_id == "a"
+    finally:
+        await ch.stop(); await t
+
+
+@pytest.mark.asyncio
+async def test_static_token_rejected(bus: MagicMock) -> None:
+    ch = _ch(bus, 29916, token="correct")
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        with pytest.raises(websockets.exceptions.InvalidStatus) as exc:
+            async with WsTestClient("ws://127.0.0.1:29916/", client_id="b", token="wrong"):
+                pass
+        assert exc.value.response.status_code == 401
+    finally:
+        await ch.stop(); await t
+
+
+@pytest.mark.asyncio
+async def test_token_issue_full_flow(bus: MagicMock) -> None:
+    ch = _ch(bus, 29917, path="/ws",
+             tokenIssuePath="/auth/token", tokenIssueSecret="s",
+             websocketRequiresToken=True)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        # no secret -> 401
+        _, status = await issue_token(port=29917, issue_path="/auth/token")
+        assert status == 401
+
+        # with secret -> token
+        token = await issue_token_ok(port=29917, issue_path="/auth/token", secret="s")
+
+        # no token -> 401
+        with pytest.raises(websockets.exceptions.InvalidStatus) as exc:
+            async with WsTestClient("ws://127.0.0.1:29917/ws", client_id="x"):
+                pass
+        assert exc.value.response.status_code == 401
+
+        # valid token -> ok
+        async with WsTestClient("ws://127.0.0.1:29917/ws", client_id="ok", token=token) as c:
+            assert (await c.recv_ready()).client_id == "ok"
+
+        # reuse -> 401
+        with pytest.raises(websockets.exceptions.InvalidStatus) as exc:
+            async with WsTestClient("ws://127.0.0.1:29917/ws", client_id="r", token=token):
+                pass
+        assert exc.value.response.status_code == 401
+    finally:
+        await ch.stop(); await t
+
+
+# -- Path routing ---------------------------------------------------------
+
+
+@pytest.mark.asyncio
+async def test_custom_path(bus: MagicMock) -> None:
+    ch = _ch(bus, 29918, path="/my-chat")
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29918/my-chat", client_id="p") as c:
+            assert (await c.recv_ready()).event == "ready"
+    finally:
+        await ch.stop(); await t
+
+
+@pytest.mark.asyncio
+async def test_wrong_path_404(bus: MagicMock) -> None:
+    ch = _ch(bus, 29919, path="/ws")
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        with pytest.raises(websockets.exceptions.InvalidStatus) as exc:
+            async with WsTestClient("ws://127.0.0.1:29919/wrong", client_id="x"):
+                pass
+        assert exc.value.response.status_code == 404
+    finally:
+        await ch.stop(); await t
+
+
+@pytest.mark.asyncio
+async def test_trailing_slash_normalized(bus: MagicMock) -> None:
+    ch = _ch(bus, 29920, path="/ws")
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29920/ws/", client_id="s") as c:
+            assert (await c.recv_ready()).event == "ready"
+    finally:
+        await ch.stop(); await t
+
+
+# -- Edge cases -----------------------------------------------------------
+
+
+@pytest.mark.asyncio
+async def test_large_message(bus: MagicMock) -> None:
+    ch = _ch(bus, 29921)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29921/", client_id="big") as c:
+            await c.recv_ready()
+            big = "x" * 100_000
+            await c.send_text(big)
+            await asyncio.sleep(0.2)
+            assert bus.publish_inbound.call_args[0][0].content == big
+    finally:
+        await ch.stop(); await t
+
+
+@pytest.mark.asyncio
+async def test_unicode_roundtrip(bus: MagicMock) -> None:
+    ch = _ch(bus, 29922)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29922/", client_id="u") as c:
+            ready = await c.recv_ready()
+            text = "你好世界 🌍 日本語テスト"
+            await c.send_text(text)
+            await asyncio.sleep(0.1)
+            assert bus.publish_inbound.call_args[0][0].content == text
+            await ch.send(OutboundMessage(
+                channel="websocket", chat_id=ready.chat_id, content=text,
+            ))
+            assert (await c.recv_message()).text == text
+    finally:
+        await ch.stop(); await t
+
+
+@pytest.mark.asyncio
+async def test_rapid_fire(bus: MagicMock) -> None:
+    ch = _ch(bus, 29923)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29923/", client_id="r") as c:
+            ready = await c.recv_ready()
+            for i in range(50):
+                await c.send_text(f"in-{i}")
+            await asyncio.sleep(0.5)
+            assert bus.publish_inbound.await_count == 50
+            for i in range(50):
+                await ch.send(OutboundMessage(
+                    channel="websocket", chat_id=ready.chat_id, content=f"out-{i}",
+                ))
+            received = [(await c.recv_message()).text for _ in range(50)]
+            assert received == [f"out-{i}" for i in range(50)]
+    finally:
+        await ch.stop(); await t
+
+
+@pytest.mark.asyncio
+async def test_invalid_json_as_plain_text(bus: MagicMock) -> None:
+    ch = _ch(bus, 29924)
+    t = asyncio.create_task(ch.start())
+    await asyncio.sleep(0.3)
+    try:
+        async with WsTestClient("ws://127.0.0.1:29924/", client_id="j") as c:
+            await c.recv_ready()
+            await c.send_text("{broken json")
+            await asyncio.sleep(0.1)
+            assert bus.publish_inbound.call_args[0][0].content == "{broken json"
+    finally:
+        await ch.stop(); await t

tests/channels/test_wecom_channel.py

@@ -0,0 +1,584 @@
+"""Tests for WeCom channel: helpers, download, upload, send, and message processing."""
+
+import os
+import tempfile
+from pathlib import Path
+from types import SimpleNamespace
+from unittest.mock import AsyncMock, MagicMock, patch
+
+import pytest
+
+try:
+    import importlib.util
+
+    WECOM_AVAILABLE = importlib.util.find_spec("wecom_aibot_sdk") is not None
+except ImportError:
+    WECOM_AVAILABLE = False
+
+if not WECOM_AVAILABLE:
+    pytest.skip("WeCom dependencies not installed (wecom_aibot_sdk)", allow_module_level=True)
+
+from nanobot.bus.events import OutboundMessage
+from nanobot.bus.queue import MessageBus
+from nanobot.channels.wecom import (
+    WecomChannel,
+    WecomConfig,
+    _guess_wecom_media_type,
+    _sanitize_filename,
+)
+
+# Try to import the real response class; fall back to a stub if unavailable.
+try:
+    from wecom_aibot_sdk.utils import WsResponse
+
+    _RealWsResponse = WsResponse
+except ImportError:
+    _RealWsResponse = None
+
+
+class _FakeResponse:
+    """Minimal stand-in for wecom_aibot_sdk WsResponse."""
+
+    def __init__(self, errcode: int = 0, body: dict | None = None, errmsg: str = "ok"):
+        self.errcode = errcode
+        self.errmsg = errmsg
+        self.body = body or {}
+
+
+class _FakeWsManager:
+    """Tracks send_reply calls and returns configurable responses."""
+
+    def __init__(self, responses: list[_FakeResponse] | None = None):
+        self.responses = responses or []
+        self.calls: list[tuple[str, dict, str]] = []
+        self._idx = 0
+
+    async def send_reply(self, req_id: str, data: dict, cmd: str) -> _FakeResponse:
+        self.calls.append((req_id, data, cmd))
+        if self._idx < len(self.responses):
+            resp = self.responses[self._idx]
+            self._idx += 1
+            return resp
+        return _FakeResponse()
+
+
+class _FakeFrame:
+    """Minimal frame object with a body dict."""
+
+    def __init__(self, body: dict | None = None):
+        self.body = body or {}
+
+
+class _FakeWeComClient:
+    """Fake WeCom client with mock methods."""
+
+    def __init__(self, ws_responses: list[_FakeResponse] | None = None):
+        self._ws_manager = _FakeWsManager(ws_responses)
+        self.download_file = AsyncMock(return_value=(None, None))
+        self.reply = AsyncMock()
+        self.reply_stream = AsyncMock()
+        self.send_message = AsyncMock()
+        self.reply_welcome = AsyncMock()
+
+
+# ── Helper function tests (pure, no async) ──────────────────────────
+
+
+def test_sanitize_filename_strips_path_traversal() -> None:
+    assert _sanitize_filename("../../etc/passwd") == "passwd"
+
+
+def test_sanitize_filename_keeps_chinese_chars() -> None:
+    assert _sanitize_filename("文件（1）.jpg") == "文件（1）.jpg"
+
+
+def test_sanitize_filename_empty_input() -> None:
+    assert _sanitize_filename("") == ""
+
+
+def test_guess_wecom_media_type_image() -> None:
+    for ext in (".jpg", ".jpeg", ".png", ".gif", ".webp", ".bmp"):
+        assert _guess_wecom_media_type(f"photo{ext}") == "image"
+
+
+def test_guess_wecom_media_type_video() -> None:
+    for ext in (".mp4", ".avi", ".mov"):
+        assert _guess_wecom_media_type(f"video{ext}") == "video"
+
+
+def test_guess_wecom_media_type_voice() -> None:
+    for ext in (".amr", ".mp3", ".wav", ".ogg"):
+        assert _guess_wecom_media_type(f"audio{ext}") == "voice"
+
+
+def test_guess_wecom_media_type_file_fallback() -> None:
+    for ext in (".pdf", ".doc", ".xlsx", ".zip"):
+        assert _guess_wecom_media_type(f"doc{ext}") == "file"
+
+
+def test_guess_wecom_media_type_case_insensitive() -> None:
+    assert _guess_wecom_media_type("photo.PNG") == "image"
+    assert _guess_wecom_media_type("photo.Jpg") == "image"
+
+
+# ── _download_and_save_media() ──────────────────────────────────────
+
+
+@pytest.mark.asyncio
+async def test_download_and_save_success() -> None:
+    """Successful download writes file and returns sanitized path."""
+    channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["*"]), MessageBus())
+    client = _FakeWeComClient()
+    channel._client = client
+
+    fake_data = b"\x89PNG\r\nfake image"
+    client.download_file.return_value = (fake_data, "raw_photo.png")
+
+    with patch("nanobot.channels.wecom.get_media_dir", return_value=Path(tempfile.gettempdir())):
+        path = await channel._download_and_save_media("https://example.com/img.png", "aes_key", "image", "photo.png")
+
+    assert path is not None
+    assert os.path.isfile(path)
+    assert os.path.basename(path) == "photo.png"
+    # Cleanup
+    os.unlink(path)
+
+
+@pytest.mark.asyncio
+async def test_download_and_save_oversized_rejected() -> None:
+    """Data exceeding 200MB is rejected → returns None."""
+    channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["*"]), MessageBus())
+    client = _FakeWeComClient()
+    channel._client = client
+
+    big_data = b"\x00" * (200 * 1024 * 1024 + 1)  # 200MB + 1 byte
+    client.download_file.return_value = (big_data, "big.bin")
+
+    with patch("nanobot.channels.wecom.get_media_dir", return_value=Path(tempfile.gettempdir())):
+        result = await channel._download_and_save_media("https://example.com/big.bin", "key", "file", "big.bin")
+
+    assert result is None
+
+
+@pytest.mark.asyncio
+async def test_download_and_save_failure() -> None:
+    """SDK returns None data → returns None."""
+    channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["*"]), MessageBus())
+    client = _FakeWeComClient()
+    channel._client = client
+
+    client.download_file.return_value = (None, None)
+
+    with patch("nanobot.channels.wecom.get_media_dir", return_value=Path(tempfile.gettempdir())):
+        result = await channel._download_and_save_media("https://example.com/fail.png", "key", "image")
+
+    assert result is None
+
+
+# ── _upload_media_ws() ──────────────────────────────────────────────
+
+
+@pytest.mark.asyncio
+async def test_upload_media_ws_success() -> None:
+    """Happy path: init → chunk → finish → returns (media_id, media_type)."""
+    with tempfile.NamedTemporaryFile(suffix=".png", delete=False) as f:
+        f.write(b"\x89PNG\r\n")
+        tmp = f.name
+
+    try:
+        responses = [
+            _FakeResponse(errcode=0, body={"upload_id": "up_1"}),
+            _FakeResponse(errcode=0, body={}),
+            _FakeResponse(errcode=0, body={"media_id": "media_abc"}),
+        ]
+
+        client = _FakeWeComClient(responses)
+        channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["*"]), MessageBus())
+        channel._client = client
+
+        with patch("wecom_aibot_sdk.utils.generate_req_id", side_effect=lambda x: f"req_{x}"):
+            media_id, media_type = await channel._upload_media_ws(client, tmp)
+
+        assert media_id == "media_abc"
+        assert media_type == "image"
+    finally:
+        os.unlink(tmp)
+
+
+@pytest.mark.asyncio
+async def test_upload_media_ws_oversized_file() -> None:
+    """File >200MB triggers ValueError → returns (None, None)."""
+    # Instead of creating a real 200MB+ file, mock os.path.getsize and open
+    with patch("os.path.getsize", return_value=200 * 1024 * 1024 + 1), \
+         patch("builtins.open", MagicMock()):
+        client = _FakeWeComClient()
+        channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["*"]), MessageBus())
+        channel._client = client
+
+        result = await channel._upload_media_ws(client, "/fake/large.bin")
+        assert result == (None, None)
+
+
+@pytest.mark.asyncio
+async def test_upload_media_ws_init_failure() -> None:
+    """Init step returns errcode != 0 → returns (None, None)."""
+    with tempfile.NamedTemporaryFile(suffix=".txt", delete=False) as f:
+        f.write(b"hello")
+        tmp = f.name
+
+    try:
+        responses = [
+            _FakeResponse(errcode=50001, errmsg="invalid"),
+        ]
+
+        client = _FakeWeComClient(responses)
+        channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["*"]), MessageBus())
+        channel._client = client
+
+        with patch("wecom_aibot_sdk.utils.generate_req_id", side_effect=lambda x: f"req_{x}"):
+            result = await channel._upload_media_ws(client, tmp)
+
+        assert result == (None, None)
+    finally:
+        os.unlink(tmp)
+
+
+@pytest.mark.asyncio
+async def test_upload_media_ws_chunk_failure() -> None:
+    """Chunk step returns errcode != 0 → returns (None, None)."""
+    with tempfile.NamedTemporaryFile(suffix=".png", delete=False) as f:
+        f.write(b"\x89PNG\r\n")
+        tmp = f.name
+
+    try:
+        responses = [
+            _FakeResponse(errcode=0, body={"upload_id": "up_1"}),
+            _FakeResponse(errcode=50002, errmsg="chunk fail"),
+        ]
+
+        client = _FakeWeComClient(responses)
+        channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["*"]), MessageBus())
+        channel._client = client
+
+        with patch("wecom_aibot_sdk.utils.generate_req_id", side_effect=lambda x: f"req_{x}"):
+            result = await channel._upload_media_ws(client, tmp)
+
+        assert result == (None, None)
+    finally:
+        os.unlink(tmp)
+
+
+@pytest.mark.asyncio
+async def test_upload_media_ws_finish_no_media_id() -> None:
+    """Finish step returns empty media_id → returns (None, None)."""
+    with tempfile.NamedTemporaryFile(suffix=".png", delete=False) as f:
+        f.write(b"\x89PNG\r\n")
+        tmp = f.name
+
+    try:
+        responses = [
+            _FakeResponse(errcode=0, body={"upload_id": "up_1"}),
+            _FakeResponse(errcode=0, body={}),
+            _FakeResponse(errcode=0, body={}),  # no media_id
+        ]
+
+        client = _FakeWeComClient(responses)
+        channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["*"]), MessageBus())
+        channel._client = client
+
+        with patch("wecom_aibot_sdk.utils.generate_req_id", side_effect=lambda x: f"req_{x}"):
+            result = await channel._upload_media_ws(client, tmp)
+
+        assert result == (None, None)
+    finally:
+        os.unlink(tmp)
+
+
+# ── send() ──────────────────────────────────────────────────────────
+
+
+@pytest.mark.asyncio
+async def test_send_text_with_frame() -> None:
+    """When frame is stored, send uses reply_stream for final text."""
+    channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["*"]), MessageBus())
+    client = _FakeWeComClient()
+    channel._client = client
+    channel._generate_req_id = lambda x: f"req_{x}"
+    channel._chat_frames["chat1"] = _FakeFrame()
+
+    await channel.send(
+        OutboundMessage(channel="wecom", chat_id="chat1", content="hello")
+    )
+
+    client.reply_stream.assert_called_once()
+    call_args = client.reply_stream.call_args
+    assert call_args[0][2] == "hello"  # content arg
+
+
+@pytest.mark.asyncio
+async def test_send_progress_with_frame() -> None:
+    """When metadata has _progress, send uses reply_stream with finish=False."""
+    channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["*"]), MessageBus())
+    client = _FakeWeComClient()
+    channel._client = client
+    channel._generate_req_id = lambda x: f"req_{x}"
+    channel._chat_frames["chat1"] = _FakeFrame()
+
+    await channel.send(
+        OutboundMessage(channel="wecom", chat_id="chat1", content="thinking...", metadata={"_progress": True})
+    )
+
+    client.reply_stream.assert_called_once()
+    call_args = client.reply_stream.call_args
+    assert call_args[0][2] == "thinking..."  # content arg
+    assert call_args[1]["finish"] is False
+
+
+@pytest.mark.asyncio
+async def test_send_proactive_without_frame() -> None:
+    """Without stored frame, send uses send_message with markdown."""
+    channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["*"]), MessageBus())
+    client = _FakeWeComClient()
+    channel._client = client
+
+    await channel.send(
+        OutboundMessage(channel="wecom", chat_id="chat1", content="proactive msg")
+    )
+
+    client.send_message.assert_called_once()
+    call_args = client.send_message.call_args
+    assert call_args[0][0] == "chat1"
+    assert call_args[0][1]["msgtype"] == "markdown"
+
+
+@pytest.mark.asyncio
+async def test_send_media_then_text() -> None:
+    """Media files are uploaded and sent before text content."""
+    with tempfile.NamedTemporaryFile(suffix=".png", delete=False) as f:
+        f.write(b"\x89PNG\r\n")
+        tmp = f.name
+
+    try:
+        responses = [
+            _FakeResponse(errcode=0, body={"upload_id": "up_1"}),
+            _FakeResponse(errcode=0, body={}),
+            _FakeResponse(errcode=0, body={"media_id": "media_123"}),
+        ]
+
+        channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["*"]), MessageBus())
+        client = _FakeWeComClient(responses)
+        channel._client = client
+        channel._generate_req_id = lambda x: f"req_{x}"
+        channel._chat_frames["chat1"] = _FakeFrame()
+
+        await channel.send(
+            OutboundMessage(channel="wecom", chat_id="chat1", content="see image", media=[tmp])
+        )
+
+        # Media should have been sent via reply
+        media_calls = [c for c in client.reply.call_args_list if c[0][1].get("msgtype") == "image"]
+        assert len(media_calls) == 1
+        assert media_calls[0][0][1]["image"]["media_id"] == "media_123"
+
+        # Text should have been sent via reply_stream
+        client.reply_stream.assert_called_once()
+    finally:
+        os.unlink(tmp)
+
+
+@pytest.mark.asyncio
+async def test_send_media_file_not_found() -> None:
+    """Non-existent media path is skipped with a warning."""
+    channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["*"]), MessageBus())
+    client = _FakeWeComClient()
+    channel._client = client
+    channel._generate_req_id = lambda x: f"req_{x}"
+    channel._chat_frames["chat1"] = _FakeFrame()
+
+    await channel.send(
+        OutboundMessage(channel="wecom", chat_id="chat1", content="hello", media=["/nonexistent/file.png"])
+    )
+
+    # reply_stream should still be called for the text part
+    client.reply_stream.assert_called_once()
+    # No media reply should happen
+    media_calls = [c for c in client.reply.call_args_list if c[0][1].get("msgtype") in ("image", "file", "video")]
+    assert len(media_calls) == 0
+
+
+@pytest.mark.asyncio
+async def test_send_exception_caught_not_raised() -> None:
+    """Exceptions inside send() must not propagate."""
+    channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["*"]), MessageBus())
+    client = _FakeWeComClient()
+    channel._client = client
+    channel._generate_req_id = lambda x: f"req_{x}"
+    channel._chat_frames["chat1"] = _FakeFrame()
+
+    # Make reply_stream raise
+    client.reply_stream.side_effect = RuntimeError("boom")
+
+    await channel.send(
+        OutboundMessage(channel="wecom", chat_id="chat1", content="fail test")
+    )
+    # No exception — test passes if we reach here.
+
+
+# ── _process_message() ──────────────────────────────────────────────
+
+
+@pytest.mark.asyncio
+async def test_process_text_message() -> None:
+    """Text message is routed to bus with correct fields."""
+    channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["user1"]), MessageBus())
+    client = _FakeWeComClient()
+    channel._client = client
+
+    frame = _FakeFrame(body={
+        "msgid": "msg_text_1",
+        "chatid": "chat1",
+        "chattype": "single",
+        "from": {"userid": "user1"},
+        "text": {"content": "hello wecom"},
+    })
+
+    await channel._process_message(frame, "text")
+
+    msg = await channel.bus.consume_inbound()
+    assert msg.sender_id == "user1"
+    assert msg.chat_id == "chat1"
+    assert msg.content == "hello wecom"
+    assert msg.metadata["msg_type"] == "text"
+
+
+@pytest.mark.asyncio
+async def test_process_image_message() -> None:
+    """Image message: download success → media_paths non-empty."""
+    channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["user1"]), MessageBus())
+    client = _FakeWeComClient()
+
+    with tempfile.NamedTemporaryFile(suffix=".png", delete=False) as f:
+        f.write(b"\x89PNG\r\n")
+        saved = f.name
+
+    client.download_file.return_value = (b"\x89PNG\r\n", "photo.png")
+    channel._client = client
+
+    try:
+        with patch("nanobot.channels.wecom.get_media_dir", return_value=Path(os.path.dirname(saved))):
+            frame = _FakeFrame(body={
+                "msgid": "msg_img_1",
+                "chatid": "chat1",
+                "from": {"userid": "user1"},
+                "image": {"url": "https://example.com/img.png", "aeskey": "key123"},
+            })
+            await channel._process_message(frame, "image")
+
+        msg = await channel.bus.consume_inbound()
+        assert len(msg.media) == 1
+        assert msg.media[0].endswith("photo.png")
+        assert "[image:" in msg.content
+    finally:
+        if os.path.exists(saved):
+            pass  # may have been overwritten; clean up if exists
+        # Clean up any photo.png in tempdir
+        p = os.path.join(os.path.dirname(saved), "photo.png")
+        if os.path.exists(p):
+            os.unlink(p)
+
+
+@pytest.mark.asyncio
+async def test_process_file_message() -> None:
+    """File message: download success → media_paths non-empty (critical fix verification)."""
+    channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["user1"]), MessageBus())
+    client = _FakeWeComClient()
+
+    with tempfile.NamedTemporaryFile(suffix=".pdf", delete=False) as f:
+        f.write(b"%PDF-1.4 fake")
+        saved = f.name
+
+    client.download_file.return_value = (b"%PDF-1.4 fake", "report.pdf")
+    channel._client = client
+
+    try:
+        with patch("nanobot.channels.wecom.get_media_dir", return_value=Path(os.path.dirname(saved))):
+            frame = _FakeFrame(body={
+                "msgid": "msg_file_1",
+                "chatid": "chat1",
+                "from": {"userid": "user1"},
+                "file": {"url": "https://example.com/report.pdf", "aeskey": "key456", "name": "report.pdf"},
+            })
+            await channel._process_message(frame, "file")
+
+        msg = await channel.bus.consume_inbound()
+        assert len(msg.media) == 1
+        assert msg.media[0].endswith("report.pdf")
+        assert "[file: report.pdf]" in msg.content
+    finally:
+        p = os.path.join(os.path.dirname(saved), "report.pdf")
+        if os.path.exists(p):
+            os.unlink(p)
+
+
+@pytest.mark.asyncio
+async def test_process_voice_message() -> None:
+    """Voice message: transcribed text is included in content."""
+    channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["user1"]), MessageBus())
+    client = _FakeWeComClient()
+    channel._client = client
+
+    frame = _FakeFrame(body={
+        "msgid": "msg_voice_1",
+        "chatid": "chat1",
+        "from": {"userid": "user1"},
+        "voice": {"content": "transcribed text here"},
+    })
+
+    await channel._process_message(frame, "voice")
+
+    msg = await channel.bus.consume_inbound()
+    assert "transcribed text here" in msg.content
+    assert "[voice]" in msg.content
+
+
+@pytest.mark.asyncio
+async def test_process_message_deduplication() -> None:
+    """Same msg_id is not processed twice."""
+    channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["user1"]), MessageBus())
+    client = _FakeWeComClient()
+    channel._client = client
+
+    frame = _FakeFrame(body={
+        "msgid": "msg_dup_1",
+        "chatid": "chat1",
+        "from": {"userid": "user1"},
+        "text": {"content": "once"},
+    })
+
+    await channel._process_message(frame, "text")
+    await channel._process_message(frame, "text")
+
+    msg = await channel.bus.consume_inbound()
+    assert msg.content == "once"
+
+    # Second message should not appear on the bus
+    assert channel.bus.inbound.empty()
+
+
+@pytest.mark.asyncio
+async def test_process_message_empty_content_skipped() -> None:
+    """Message with empty content produces no bus message."""
+    channel = WecomChannel(WecomConfig(bot_id="b", secret="s", allow_from=["user1"]), MessageBus())
+    client = _FakeWeComClient()
+    channel._client = client
+
+    frame = _FakeFrame(body={
+        "msgid": "msg_empty_1",
+        "chatid": "chat1",
+        "from": {"userid": "user1"},
+        "text": {"content": ""},
+    })
+
+    await channel._process_message(frame, "text")
+
+    assert channel.bus.inbound.empty()

tests/channels/test_weixin_channel.py

@@ -1003,3 +1003,185 @@ async def test_download_media_item_non_image_requires_aes_key_even_with_full_url
 
     assert saved_path is None
     channel._client.get.assert_not_awaited()
+
+
+# ---------------------------------------------------------------------------
+# Tests for media-send error classification (network vs non-network errors)
+# ---------------------------------------------------------------------------
+
+
+def _make_outbound_msg(chat_id: str = "wx-user", content: str = "", media: list | None = None):
+    """Build a minimal OutboundMessage-like object for send() tests."""
+    from nanobot.bus.events import OutboundMessage
+
+    return OutboundMessage(
+        channel="weixin",
+        chat_id=chat_id,
+        content=content,
+        media=media or [],
+        metadata={},
+    )
+
+
+@pytest.mark.asyncio
+async def test_send_media_timeout_error_propagates_without_text_fallback() -> None:
+    """httpx.TimeoutException during media send must re-raise immediately,
+    NOT fall back to _send_text (which would also fail during network issues)."""
+    channel, _bus = _make_channel()
+    channel._client = object()
+    channel._token = "token"
+    channel._context_tokens["wx-user"] = "ctx-1"
+    channel._send_media_file = AsyncMock(side_effect=httpx.TimeoutException("timed out"))
+    channel._send_text = AsyncMock()
+
+    msg = _make_outbound_msg(chat_id="wx-user", media=["/tmp/photo.jpg"])
+
+    with pytest.raises(httpx.TimeoutException, match="timed out"):
+        await channel.send(msg)
+
+    # _send_text must NOT have been called as a fallback
+    channel._send_text.assert_not_awaited()
+
+
+@pytest.mark.asyncio
+async def test_send_media_transport_error_propagates_without_text_fallback() -> None:
+    """httpx.TransportError during media send must re-raise immediately."""
+    channel, _bus = _make_channel()
+    channel._client = object()
+    channel._token = "token"
+    channel._context_tokens["wx-user"] = "ctx-1"
+    channel._send_media_file = AsyncMock(
+        side_effect=httpx.TransportError("connection reset")
+    )
+    channel._send_text = AsyncMock()
+
+    msg = _make_outbound_msg(chat_id="wx-user", media=["/tmp/photo.jpg"])
+
+    with pytest.raises(httpx.TransportError, match="connection reset"):
+        await channel.send(msg)
+
+    channel._send_text.assert_not_awaited()
+
+
+@pytest.mark.asyncio
+async def test_send_media_5xx_http_status_error_propagates_without_text_fallback() -> None:
+    """httpx.HTTPStatusError with a 5xx status must re-raise immediately."""
+    channel, _bus = _make_channel()
+    channel._client = object()
+    channel._token = "token"
+    channel._context_tokens["wx-user"] = "ctx-1"
+
+    fake_response = httpx.Response(
+        status_code=503,
+        request=httpx.Request("POST", "https://example.test/upload"),
+    )
+    channel._send_media_file = AsyncMock(
+        side_effect=httpx.HTTPStatusError(
+            "Service Unavailable", request=fake_response.request, response=fake_response
+        )
+    )
+    channel._send_text = AsyncMock()
+
+    msg = _make_outbound_msg(chat_id="wx-user", media=["/tmp/photo.jpg"])
+
+    with pytest.raises(httpx.HTTPStatusError, match="Service Unavailable"):
+        await channel.send(msg)
+
+    channel._send_text.assert_not_awaited()
+
+
+@pytest.mark.asyncio
+async def test_send_media_4xx_http_status_error_falls_back_to_text() -> None:
+    """httpx.HTTPStatusError with a 4xx status should fall back to text, not re-raise."""
+    channel, _bus = _make_channel()
+    channel._client = object()
+    channel._token = "token"
+    channel._context_tokens["wx-user"] = "ctx-1"
+
+    fake_response = httpx.Response(
+        status_code=400,
+        request=httpx.Request("POST", "https://example.test/upload"),
+    )
+    channel._send_media_file = AsyncMock(
+        side_effect=httpx.HTTPStatusError(
+            "Bad Request", request=fake_response.request, response=fake_response
+        )
+    )
+    channel._send_text = AsyncMock()
+
+    msg = _make_outbound_msg(chat_id="wx-user", media=["/tmp/photo.jpg"])
+
+    # Should NOT raise — 4xx is a client error, non-retryable
+    await channel.send(msg)
+
+    # _send_text should have been called with the fallback message
+    channel._send_text.assert_awaited_once_with(
+        "wx-user", "[Failed to send: photo.jpg]", "ctx-1"
+    )
+
+
+@pytest.mark.asyncio
+async def test_send_media_file_not_found_falls_back_to_text() -> None:
+    """FileNotFoundError (a non-network error) should fall back to text."""
+    channel, _bus = _make_channel()
+    channel._client = object()
+    channel._token = "token"
+    channel._context_tokens["wx-user"] = "ctx-1"
+    channel._send_media_file = AsyncMock(
+        side_effect=FileNotFoundError("Media file not found: /tmp/missing.jpg")
+    )
+    channel._send_text = AsyncMock()
+
+    msg = _make_outbound_msg(chat_id="wx-user", media=["/tmp/missing.jpg"])
+
+    # Should NOT raise
+    await channel.send(msg)
+
+    channel._send_text.assert_awaited_once_with(
+        "wx-user", "[Failed to send: missing.jpg]", "ctx-1"
+    )
+
+
+@pytest.mark.asyncio
+async def test_send_media_value_error_falls_back_to_text() -> None:
+    """ValueError (e.g. unsupported format) should fall back to text."""
+    channel, _bus = _make_channel()
+    channel._client = object()
+    channel._token = "token"
+    channel._context_tokens["wx-user"] = "ctx-1"
+    channel._send_media_file = AsyncMock(
+        side_effect=ValueError("Unsupported media format")
+    )
+    channel._send_text = AsyncMock()
+
+    msg = _make_outbound_msg(chat_id="wx-user", media=["/tmp/file.xyz"])
+
+    # Should NOT raise
+    await channel.send(msg)
+
+    channel._send_text.assert_awaited_once_with(
+        "wx-user", "[Failed to send: file.xyz]", "ctx-1"
+    )
+
+
+@pytest.mark.asyncio
+async def test_send_media_network_error_does_not_double_api_calls() -> None:
+    """During network issues, media send should make exactly 1 API call attempt,
+    not 2 (media + text fallback).  Verify total call count."""
+    channel, _bus = _make_channel()
+    channel._client = object()
+    channel._token = "token"
+    channel._context_tokens["wx-user"] = "ctx-1"
+    channel._send_media_file = AsyncMock(
+        side_effect=httpx.ConnectError("connection refused")
+    )
+    channel._send_text = AsyncMock()
+
+    msg = _make_outbound_msg(chat_id="wx-user", content="hello", media=["/tmp/img.png"])
+
+    with pytest.raises(httpx.ConnectError):
+        await channel.send(msg)
+
+    # _send_media_file called once, _send_text never called
+    channel._send_media_file.assert_awaited_once()
+    channel._send_text.assert_not_awaited()

tests/channels/ws_test_client.py

@@ -0,0 +1,227 @@
+"""Lightweight WebSocket test client for integration testing the nanobot WebSocket channel.
+
+Provides an async ``WsTestClient`` class and token-issuance helpers that
+integration tests can import and use directly::
+
+    from ws_test_client import WsTestClient
+
+    async with WsTestClient("ws://127.0.0.1:8765/", client_id="t") as c:
+        ready = await c.recv_ready()
+        await c.send_text("hello")
+        msg = await c.recv_message()
+"""
+
+from __future__ import annotations
+
+import asyncio
+import json
+from dataclasses import dataclass, field
+from typing import Any
+
+import httpx
+import websockets
+from websockets.asyncio.client import ClientConnection
+
+
+@dataclass
+class WsMessage:
+    """A parsed message received from the WebSocket server."""
+
+    event: str
+    raw: dict[str, Any] = field(repr=False)
+
+    @property
+    def text(self) -> str | None:
+        return self.raw.get("text")
+
+    @property
+    def chat_id(self) -> str | None:
+        return self.raw.get("chat_id")
+
+    @property
+    def client_id(self) -> str | None:
+        return self.raw.get("client_id")
+
+    @property
+    def media(self) -> list[str] | None:
+        return self.raw.get("media")
+
+    @property
+    def reply_to(self) -> str | None:
+        return self.raw.get("reply_to")
+
+    @property
+    def stream_id(self) -> str | None:
+        return self.raw.get("stream_id")
+
+    def __eq__(self, other: object) -> bool:
+        if not isinstance(other, WsMessage):
+            return NotImplemented
+        return self.event == other.event and self.raw == other.raw
+
+
+class WsTestClient:
+    """Async WebSocket test client with helper methods for common operations.
+
+    Usage::
+
+        async with WsTestClient("ws://127.0.0.1:8765/", client_id="tester") as client:
+            ready = await client.recv_ready()
+            await client.send_text("hello")
+            msg = await client.recv_message(timeout=5.0)
+    """
+
+    def __init__(
+        self,
+        uri: str,
+        *,
+        client_id: str = "test-client",
+        token: str = "",
+        extra_headers: dict[str, str] | None = None,
+    ) -> None:
+        params: list[str] = []
+        if client_id:
+            params.append(f"client_id={client_id}")
+        if token:
+            params.append(f"token={token}")
+        sep = "&" if "?" in uri else "?"
+        self._uri = uri + sep + "&".join(params) if params else uri
+        self._extra_headers = extra_headers
+        self._ws: ClientConnection | None = None
+
+    async def connect(self) -> None:
+        self._ws = await websockets.connect(
+            self._uri,
+            additional_headers=self._extra_headers,
+        )
+
+    async def close(self) -> None:
+        if self._ws:
+            await self._ws.close()
+            self._ws = None
+
+    async def __aenter__(self) -> WsTestClient:
+        await self.connect()
+        return self
+
+    async def __aexit__(self, *args: Any) -> None:
+        await self.close()
+
+    @property
+    def ws(self) -> ClientConnection:
+        assert self._ws is not None, "Client is not connected"
+        return self._ws
+
+    # -- Receiving --------------------------------------------------------
+
+    async def recv_raw(self, timeout: float = 10.0) -> dict[str, Any]:
+        """Receive and parse one raw JSON message with timeout."""
+        raw = await asyncio.wait_for(self.ws.recv(), timeout=timeout)
+        return json.loads(raw)
+
+    async def recv(self, timeout: float = 10.0) -> WsMessage:
+        """Receive one message, returning a WsMessage wrapper."""
+        data = await self.recv_raw(timeout)
+        return WsMessage(event=data.get("event", ""), raw=data)
+
+    async def recv_ready(self, timeout: float = 5.0) -> WsMessage:
+        """Receive and validate the 'ready' event."""
+        msg = await self.recv(timeout)
+        assert msg.event == "ready", f"Expected 'ready' event, got '{msg.event}'"
+        return msg
+
+    async def recv_message(self, timeout: float = 10.0) -> WsMessage:
+        """Receive and validate a 'message' event."""
+        msg = await self.recv(timeout)
+        assert msg.event == "message", f"Expected 'message' event, got '{msg.event}'"
+        return msg
+
+    async def recv_delta(self, timeout: float = 10.0) -> WsMessage:
+        """Receive and validate a 'delta' event."""
+        msg = await self.recv(timeout)
+        assert msg.event == "delta", f"Expected 'delta' event, got '{msg.event}'"
+        return msg
+
+    async def recv_stream_end(self, timeout: float = 10.0) -> WsMessage:
+        """Receive and validate a 'stream_end' event."""
+        msg = await self.recv(timeout)
+        assert msg.event == "stream_end", f"Expected 'stream_end' event, got '{msg.event}'"
+        return msg
+
+    async def collect_stream(self, timeout: float = 10.0) -> list[WsMessage]:
+        """Collect all deltas and the final stream_end into a list."""
+        messages: list[WsMessage] = []
+        while True:
+            msg = await self.recv(timeout)
+            messages.append(msg)
+            if msg.event == "stream_end":
+                break
+        return messages
+
+    async def recv_n(self, n: int, timeout: float = 10.0) -> list[WsMessage]:
+        """Receive exactly *n* messages."""
+        return [await self.recv(timeout) for _ in range(n)]
+
+    # -- Sending ----------------------------------------------------------
+
+    async def send_text(self, text: str) -> None:
+        """Send a plain text frame."""
+        await self.ws.send(text)
+
+    async def send_json(self, data: dict[str, Any]) -> None:
+        """Send a JSON frame."""
+        await self.ws.send(json.dumps(data, ensure_ascii=False))
+
+    async def send_content(self, content: str) -> None:
+        """Send content in the preferred JSON format ``{"content": ...}``."""
+        await self.send_json({"content": content})
+
+    # -- Connection introspection -----------------------------------------
+
+    @property
+    def closed(self) -> bool:
+        return self._ws is None or self._ws.closed
+
+
+# -- Token issuance helpers -----------------------------------------------
+
+
+async def issue_token(
+    host: str = "127.0.0.1",
+    port: int = 8765,
+    issue_path: str = "/auth/token",
+    secret: str = "",
+) -> tuple[dict[str, Any] | None, int]:
+    """Request a short-lived token from the token-issue HTTP endpoint.
+
+    Returns ``(parsed_json_or_None, status_code)``.
+    """
+    url = f"http://{host}:{port}{issue_path}"
+    headers: dict[str, str] = {}
+    if secret:
+        headers["Authorization"] = f"Bearer {secret}"
+
+    loop = asyncio.get_running_loop()
+    resp = await loop.run_in_executor(
+        None, lambda: httpx.get(url, headers=headers, timeout=5.0)
+    )
+    try:
+        data = resp.json()
+    except Exception:
+        data = None
+    return data, resp.status_code
+
+
+async def issue_token_ok(
+    host: str = "127.0.0.1",
+    port: int = 8765,
+    issue_path: str = "/auth/token",
+    secret: str = "",
+) -> str:
+    """Request a token, asserting success, and return the token string."""
+    (data, status) = await issue_token(host, port, issue_path, secret)
+    assert status == 200, f"Token issue failed with status {status}"
+    assert data is not None
+    token = data["token"]
+    assert token.startswith("nbwt_"), f"Unexpected token format: {token}"
+    return token

tests/cli/test_commands.py

@@ -1126,6 +1126,153 @@ def test_gateway_cli_port_overrides_configured_port(monkeypatch, tmp_path: Path)
     assert "port 18792" in result.stdout
 
 
+def test_gateway_health_endpoint_binds_and_serves_expected_responses(
+    monkeypatch, tmp_path: Path
+) -> None:
+    config_file = _write_instance_config(tmp_path)
+    config = Config()
+    config.gateway.port = 18791
+    captured: dict[str, object] = {}
+
+    class _FakeDream:
+        model = None
+        max_batch_size = 0
+        max_iterations = 0
+
+        async def run(self) -> None:
+            return None
+
+    class _FakeAgentLoop:
+        def __init__(self, **_kwargs) -> None:
+            self.model = "test-model"
+            self.dream = _FakeDream()
+
+        async def run(self) -> None:
+            await asyncio.Event().wait()
+
+        async def close_mcp(self) -> None:
+            return None
+
+        def stop(self) -> None:
+            return None
+
+    class _FakeChannelManager:
+        def __init__(self, _config, _bus) -> None:
+            self.enabled_channels = ["telegram", "discord"]
+
+        async def start_all(self) -> None:
+            await asyncio.Event().wait()
+
+        async def stop_all(self) -> None:
+            return None
+
+    class _FakeCronService:
+        def __init__(self, _store_path: Path) -> None:
+            self.on_job = None
+
+        async def start(self) -> None:
+            return None
+
+        def stop(self) -> None:
+            return None
+
+        def status(self) -> dict[str, int]:
+            return {"jobs": 0}
+
+        def register_system_job(self, _job) -> None:
+            return None
+
+    class _FakeHeartbeatService:
+        def __init__(self, **_kwargs) -> None:
+            return None
+
+        async def start(self) -> None:
+            return None
+
+        def stop(self) -> None:
+            return None
+
+    class _FakeServer:
+        async def __aenter__(self):
+            return self
+
+        async def __aexit__(self, exc_type, exc, tb) -> bool:
+            return False
+
+        async def serve_forever(self) -> None:
+            raise _StopGatewayError("stop")
+
+    async def _fake_start_server(handler, host: str, port: int):
+        captured["handler"] = handler
+        captured["host"] = host
+        captured["port"] = port
+        return _FakeServer()
+
+    class _FakeReader:
+        def __init__(self, payload: bytes) -> None:
+            self.payload = payload
+
+        async def read(self, _size: int) -> bytes:
+            return self.payload
+
+    class _FakeWriter:
+        def __init__(self) -> None:
+            self.output = b""
+            self.closed = False
+
+        def write(self, data: bytes) -> None:
+            self.output += data
+
+        async def drain(self) -> None:
+            return None
+
+        def close(self) -> None:
+            self.closed = True
+
+    _patch_cli_command_runtime(
+        monkeypatch,
+        config,
+        message_bus=lambda: object(),
+        session_manager=lambda _workspace: object(),
+    )
+    monkeypatch.setattr("nanobot.agent.loop.AgentLoop", _FakeAgentLoop)
+    monkeypatch.setattr("nanobot.channels.manager.ChannelManager", _FakeChannelManager)
+    monkeypatch.setattr("nanobot.cron.service.CronService", _FakeCronService)
+    monkeypatch.setattr("nanobot.heartbeat.service.HeartbeatService", _FakeHeartbeatService)
+    monkeypatch.setattr("asyncio.start_server", _fake_start_server)
+
+    result = runner.invoke(app, ["gateway", "--config", str(config_file)])
+
+    assert result.exit_code == 0
+    assert captured["host"] == "127.0.0.1"
+    assert captured["port"] == 18791
+    assert "Health endpoint: http://127.0.0.1:18791/health" in result.stdout
+
+    def _call_handler(path: str) -> tuple[str, _FakeWriter]:
+        request = f"GET {path} HTTP/1.1\r\nHost: localhost\r\n\r\n".encode()
+        writer = _FakeWriter()
+        handler = captured["handler"]
+        assert callable(handler)
+        asyncio.run(handler(_FakeReader(request), writer))
+        return writer.output.decode(), writer
+
+    root_response, root_writer = _call_handler("/")
+    assert root_writer.closed is True
+    assert "HTTP/1.0 404 Not Found" in root_response
+    assert root_response.endswith("\r\n\r\nNot Found")
+
+    health_response, health_writer = _call_handler("/health")
+    assert health_writer.closed is True
+    assert "HTTP/1.0 200 OK" in health_response
+    health_body = json.loads(health_response.split("\r\n\r\n", 1)[1])
+    assert health_body == {"status": "ok"}
+
+    missing_response, missing_writer = _call_handler("/missing")
+    assert missing_writer.closed is True
+    assert "HTTP/1.0 404 Not Found" in missing_response
+    assert missing_response.endswith("\r\n\r\nNot Found")
+
+
 def test_serve_uses_api_config_defaults_and_workspace_override(
     monkeypatch, tmp_path: Path
 ) -> None:

tests/cli/test_restart_command.py

@@ -140,6 +140,7 @@ class TestRestartCommand:
         loop.consolidator.estimate_session_prompt_tokens = MagicMock(
             return_value=(20500, "tiktoken")
         )
+        loop.subagents.get_running_count_by_session.return_value = 0
 
         msg = InboundMessage(channel="telegram", sender_id="u1", chat_id="c1", content="/status")
 
@@ -148,11 +149,36 @@ class TestRestartCommand:
         assert response is not None
         assert "Model: test-model" in response.content
         assert "Tokens: 0 in / 0 out" in response.content
-        assert "Context: 20k/64k (31%)" in response.content
+        assert "Context: 20k/65k (31%)" in response.content
         assert "Session: 3 messages" in response.content
         assert "Uptime: 2m 5s" in response.content
+        assert "Tasks: 0 active" in response.content
         assert response.metadata == {"render_as": "text"}
 
+    @pytest.mark.asyncio
+    async def test_status_counts_running_dispatch_and_subagent_tasks(self):
+        loop, _bus = _make_loop()
+        session = MagicMock()
+        session.get_history.return_value = [{"role": "user"}]
+        loop.sessions.get_or_create.return_value = session
+        loop.consolidator.estimate_session_prompt_tokens = MagicMock(
+            return_value=(1000, "tiktoken")
+        )
+
+        running_task = MagicMock()
+        running_task.done.return_value = False
+        finished_task = MagicMock()
+        finished_task.done.return_value = True
+
+        msg = InboundMessage(channel="telegram", sender_id="u1", chat_id="c1", content="/status")
+        loop._active_tasks[msg.session_key] = [running_task, finished_task]
+        loop.subagents.get_running_count_by_session.return_value = 2
+
+        response = await loop._process_message(msg)
+
+        assert response is not None
+        assert "Tasks: 3 active" in response.content
+
     @pytest.mark.asyncio
     async def test_run_agent_loop_resets_usage_when_provider_omits_it(self):
         loop, _bus = _make_loop()
@@ -179,6 +205,7 @@ class TestRestartCommand:
         loop.consolidator.estimate_session_prompt_tokens = MagicMock(
             return_value=(0, "none")
         )
+        loop.subagents.get_running_count_by_session.return_value = 0
 
         response = await loop._process_message(
             InboundMessage(channel="telegram", sender_id="u1", chat_id="c1", content="/status")
@@ -186,7 +213,8 @@ class TestRestartCommand:
 
         assert response is not None
         assert "Tokens: 1200 in / 34 out" in response.content
-        assert "Context: 1k/64k (1%)" in response.content
+        assert "Context: 1k/65k (1%)" in response.content
+        assert "Tasks: 0 active" in response.content
 
     @pytest.mark.asyncio
     async def test_process_direct_preserves_render_metadata(self):
@@ -195,6 +223,7 @@ class TestRestartCommand:
         session.get_history.return_value = []
         loop.sessions.get_or_create.return_value = session
         loop.subagents.get_running_count.return_value = 0
+        loop.subagents.get_running_count_by_session.return_value = 0
 
         response = await loop.process_direct("/status", session_key="cli:test")
 

tests/cron/test_cron_service.py

@@ -1,5 +1,6 @@
 import asyncio
 import json
+import time
 
 import pytest
 
@@ -114,6 +115,41 @@ async def test_run_history_persisted_to_disk(tmp_path) -> None:
     assert loaded.state.run_history[0].status == "ok"
 
 
+@pytest.mark.asyncio
+async def test_run_job_disabled_does_not_flip_running_state(tmp_path) -> None:
+    store_path = tmp_path / "cron" / "jobs.json"
+    service = CronService(store_path, on_job=lambda _: asyncio.sleep(0))
+    job = service.add_job(
+        name="disabled",
+        schedule=CronSchedule(kind="every", every_ms=60_000),
+        message="hello",
+    )
+    service.enable_job(job.id, enabled=False)
+
+    result = await service.run_job(job.id)
+
+    assert result is False
+    assert service._running is False
+
+
+@pytest.mark.asyncio
+async def test_run_job_preserves_running_service_state(tmp_path) -> None:
+    store_path = tmp_path / "cron" / "jobs.json"
+    service = CronService(store_path, on_job=lambda _: asyncio.sleep(0))
+    service._running = True
+    job = service.add_job(
+        name="manual",
+        schedule=CronSchedule(kind="every", every_ms=60_000),
+        message="hello",
+    )
+
+    result = await service.run_job(job.id, force=True)
+
+    assert result is True
+    assert service._running is True
+    service.stop()
+
+
 @pytest.mark.asyncio
 async def test_running_service_honors_external_disable(tmp_path) -> None:
     store_path = tmp_path / "cron" / "jobs.json"
@@ -156,3 +192,375 @@ def test_remove_job_refuses_system_jobs(tmp_path) -> None:
 
     assert result == "protected"
     assert service.get_job("dream") is not None
+
+
+@pytest.mark.asyncio
+async def test_start_server_not_jobs(tmp_path):
+    store_path = tmp_path / "cron" / "jobs.json"
+    called = []
+    async def on_job(job):
+        called.append(job.name)
+
+    service = CronService(store_path, on_job=on_job, max_sleep_ms=1000)
+    await service.start()
+    assert len(service.list_jobs()) == 0
+
+    service2 = CronService(tmp_path / "cron" / "jobs.json")
+    service2.add_job(
+        name="hist",
+        schedule=CronSchedule(kind="every", every_ms=500),
+        message="hello",
+    )
+    assert len(service.list_jobs()) == 1
+    await asyncio.sleep(2)
+    assert len(called) != 0
+    service.stop()
+
+
+@pytest.mark.asyncio
+async def test_subsecond_job_not_delayed_to_one_second(tmp_path):
+    store_path = tmp_path / "cron" / "jobs.json"
+    called = []
+
+    async def on_job(job):
+        called.append(job.name)
+
+    service = CronService(store_path, on_job=on_job, max_sleep_ms=5000)
+    service.add_job(
+        name="fast",
+        schedule=CronSchedule(kind="every", every_ms=100),
+        message="hello",
+    )
+    await service.start()
+    try:
+        await asyncio.sleep(0.35)
+        assert called
+    finally:
+        service.stop()
+
+
+@pytest.mark.asyncio
+async def test_running_service_picks_up_external_add(tmp_path):
+    """A running service should detect and execute a job added by another instance."""
+    store_path = tmp_path / "cron" / "jobs.json"
+    called: list[str] = []
+
+    async def on_job(job):
+        called.append(job.name)
+
+    service = CronService(store_path, on_job=on_job)
+    service.add_job(
+        name="heartbeat",
+        schedule=CronSchedule(kind="every", every_ms=150),
+        message="tick",
+    )
+    await service.start()
+    try:
+        await asyncio.sleep(0.05)
+
+        external = CronService(store_path)
+        external.add_job(
+            name="external",
+            schedule=CronSchedule(kind="every", every_ms=150),
+            message="ping",
+        )
+
+        await asyncio.sleep(2)
+        assert "external" in called
+    finally:
+        service.stop()
+
+
+@pytest.mark.asyncio
+async def test_add_job_during_jobs_exec(tmp_path):
+    store_path = tmp_path / "cron" / "jobs.json"
+    run_once = True
+
+    async def on_job(job):
+        nonlocal run_once
+        if run_once:
+            service2 = CronService(store_path, on_job=lambda x: asyncio.sleep(0))
+            service2.add_job(
+                name="test",
+                schedule=CronSchedule(kind="every", every_ms=150),
+                message="tick",
+            )
+            run_once = False
+
+    service = CronService(store_path, on_job=on_job)
+    service.add_job(
+        name="heartbeat",
+        schedule=CronSchedule(kind="every", every_ms=150),
+        message="tick",
+    )
+    assert len(service.list_jobs()) == 1
+    await service.start()
+    try:
+        await asyncio.sleep(3)
+        jobs = service.list_jobs()
+        assert len(jobs) == 2
+        assert "test" in [j.name for j in jobs]
+    finally:
+        service.stop()
+
+
+@pytest.mark.asyncio
+async def test_external_update_preserves_run_history_records(tmp_path):
+    store_path = tmp_path / "cron" / "jobs.json"
+    service = CronService(store_path, on_job=lambda _: asyncio.sleep(0))
+    job = service.add_job(
+        name="history",
+        schedule=CronSchedule(kind="every", every_ms=60_000),
+        message="hello",
+    )
+    await service.run_job(job.id, force=True)
+
+    external = CronService(store_path)
+    updated = external.enable_job(job.id, enabled=False)
+    assert updated is not None
+
+    fresh = CronService(store_path)
+    loaded = fresh.get_job(job.id)
+    assert loaded is not None
+    assert loaded.state.run_history
+    assert loaded.state.run_history[0].status == "ok"
+
+    fresh._running = True
+    fresh._save_store()
+
+
+# ── timer race regression tests ──
+
+
+@pytest.mark.asyncio
+async def test_timer_execution_is_not_rolled_back_by_list_jobs_reload(tmp_path):
+    """list_jobs() during _on_timer should not replace the active store and re-run the same due job."""
+    store_path = tmp_path / "cron" / "jobs.json"
+    calls: list[str] = []
+
+    async def on_job(job):
+        calls.append(job.id)
+        # Simulate frontend polling list_jobs while the timer callback is mid-execution.
+        service.list_jobs(include_disabled=True)
+        await asyncio.sleep(0)
+
+    service = CronService(store_path, on_job=on_job)
+    service._running = True
+    service._load_store()
+    service._arm_timer = lambda: None
+
+    job = service.add_job(
+        name="race",
+        schedule=CronSchedule(kind="every", every_ms=60_000),
+        message="hello",
+    )
+    job.state.next_run_at_ms = max(1, int(time.time() * 1000) - 1_000)
+    service._save_store()
+
+    await service._on_timer()
+    await service._on_timer()
+
+    assert calls == [job.id]
+    loaded = service.get_job(job.id)
+    assert loaded is not None
+    assert loaded.state.last_run_at_ms is not None
+    assert loaded.state.next_run_at_ms is not None
+    assert loaded.state.next_run_at_ms > loaded.state.last_run_at_ms
+
+
+# ── update_job tests ──
+
+
+def test_update_job_changes_name(tmp_path) -> None:
+    service = CronService(tmp_path / "cron" / "jobs.json")
+    job = service.add_job(
+        name="old name",
+        schedule=CronSchedule(kind="every", every_ms=60_000),
+        message="hello",
+    )
+    result = service.update_job(job.id, name="new name")
+    assert isinstance(result, CronJob)
+    assert result.name == "new name"
+    assert result.payload.message == "hello"
+
+
+def test_update_job_changes_schedule(tmp_path) -> None:
+    service = CronService(tmp_path / "cron" / "jobs.json")
+    job = service.add_job(
+        name="sched",
+        schedule=CronSchedule(kind="every", every_ms=60_000),
+        message="hello",
+    )
+    old_next = job.state.next_run_at_ms
+
+    new_sched = CronSchedule(kind="every", every_ms=120_000)
+    result = service.update_job(job.id, schedule=new_sched)
+    assert isinstance(result, CronJob)
+    assert result.schedule.every_ms == 120_000
+    assert result.state.next_run_at_ms != old_next
+
+
+def test_update_job_changes_message(tmp_path) -> None:
+    service = CronService(tmp_path / "cron" / "jobs.json")
+    job = service.add_job(
+        name="msg",
+        schedule=CronSchedule(kind="every", every_ms=60_000),
+        message="old message",
+    )
+    result = service.update_job(job.id, message="new message")
+    assert isinstance(result, CronJob)
+    assert result.payload.message == "new message"
+
+
+def test_update_job_changes_cron_expression(tmp_path) -> None:
+    service = CronService(tmp_path / "cron" / "jobs.json")
+    job = service.add_job(
+        name="cron-job",
+        schedule=CronSchedule(kind="cron", expr="0 9 * * *", tz="UTC"),
+        message="hello",
+    )
+    result = service.update_job(
+        job.id,
+        schedule=CronSchedule(kind="cron", expr="0 18 * * *", tz="UTC"),
+    )
+    assert isinstance(result, CronJob)
+    assert result.schedule.expr == "0 18 * * *"
+    assert result.state.next_run_at_ms is not None
+
+
+def test_update_job_not_found(tmp_path) -> None:
+    service = CronService(tmp_path / "cron" / "jobs.json")
+    result = service.update_job("nonexistent", name="x")
+    assert result == "not_found"
+
+
+def test_update_job_rejects_system_job(tmp_path) -> None:
+    service = CronService(tmp_path / "cron" / "jobs.json")
+    service.register_system_job(CronJob(
+        id="dream",
+        name="dream",
+        schedule=CronSchedule(kind="cron", expr="0 */2 * * *", tz="UTC"),
+        payload=CronPayload(kind="system_event"),
+    ))
+    result = service.update_job("dream", name="hacked")
+    assert result == "protected"
+    assert service.get_job("dream").name == "dream"
+
+
+def test_update_job_validates_schedule(tmp_path) -> None:
+    service = CronService(tmp_path / "cron" / "jobs.json")
+    job = service.add_job(
+        name="validate",
+        schedule=CronSchedule(kind="every", every_ms=60_000),
+        message="hello",
+    )
+    with pytest.raises(ValueError, match="unknown timezone"):
+        service.update_job(
+            job.id,
+            schedule=CronSchedule(kind="cron", expr="0 9 * * *", tz="Bad/Zone"),
+        )
+
+
+@pytest.mark.asyncio
+async def test_update_job_preserves_run_history(tmp_path) -> None:
+    import asyncio
+    store_path = tmp_path / "cron" / "jobs.json"
+    service = CronService(store_path, on_job=lambda _: asyncio.sleep(0))
+    job = service.add_job(
+        name="hist",
+        schedule=CronSchedule(kind="every", every_ms=60_000),
+        message="hello",
+    )
+    await service.run_job(job.id)
+
+    result = service.update_job(job.id, name="renamed")
+    assert isinstance(result, CronJob)
+    assert len(result.state.run_history) == 1
+    assert result.state.run_history[0].status == "ok"
+
+
+def test_update_job_offline_writes_action(tmp_path) -> None:
+    service = CronService(tmp_path / "cron" / "jobs.json")
+    job = service.add_job(
+        name="offline",
+        schedule=CronSchedule(kind="every", every_ms=60_000),
+        message="hello",
+    )
+    service.update_job(job.id, name="updated-offline")
+
+    action_path = tmp_path / "cron" / "action.jsonl"
+    assert action_path.exists()
+    lines = [l for l in action_path.read_text().strip().split("\n") if l]
+    last = json.loads(lines[-1])
+    assert last["action"] == "update"
+    assert last["params"]["name"] == "updated-offline"
+
+
+def test_update_job_sentinel_channel_and_to(tmp_path) -> None:
+    """Passing None clears channel/to; omitting leaves them unchanged."""
+    service = CronService(tmp_path / "cron" / "jobs.json")
+    job = service.add_job(
+        name="sentinel",
+        schedule=CronSchedule(kind="every", every_ms=60_000),
+        message="hello",
+        channel="telegram",
+        to="user123",
+    )
+    assert job.payload.channel == "telegram"
+    assert job.payload.to == "user123"
+
+    result = service.update_job(job.id, name="renamed")
+    assert isinstance(result, CronJob)
+    assert result.payload.channel == "telegram"
+    assert result.payload.to == "user123"
+
+    result = service.update_job(job.id, channel=None, to=None)
+    assert isinstance(result, CronJob)
+    assert result.payload.channel is None
+    assert result.payload.to is None
+
+
+@pytest.mark.asyncio
+async def test_list_jobs_during_on_job_does_not_cause_stale_reload(tmp_path) -> None:
+    """Regression: if the bot calls list_jobs (which reloads from disk) during
+    on_job execution, the in-memory next_run_at_ms update must not be lost.
+    Previously this caused an infinite re-trigger loop."""
+    store_path = tmp_path / "cron" / "jobs.json"
+    execution_count = 0
+
+    async def on_job_that_lists(job):
+        nonlocal execution_count
+        execution_count += 1
+        # Simulate the bot calling cron(action=list) mid-execution
+        service.list_jobs()
+
+    service = CronService(store_path, on_job=on_job_that_lists, max_sleep_ms=100)
+    await service.start()
+
+    # Add two jobs scheduled in the past so they're immediately due
+    now_ms = int(time.time() * 1000)
+    for name in ("job-a", "job-b"):
+        service.add_job(
+            name=name,
+            schedule=CronSchedule(kind="every", every_ms=3_600_000),
+            message="test",
+        )
+    # Force next_run to the past so _on_timer picks them up
+    for job in service._store.jobs:
+        job.state.next_run_at_ms = now_ms - 1000
+    service._save_store()
+    service._arm_timer()
+
+    # Let the timer fire once
+    await asyncio.sleep(0.3)
+    service.stop()
+
+    # Each job should have run exactly once, not looped
+    assert execution_count == 2
+
+    # Verify next_run_at_ms was persisted correctly (in the future)
+    raw = json.loads(store_path.read_text())
+    for j in raw["jobs"]:
+        next_run = j["state"]["nextRunAtMs"]
+        assert next_run is not None
+        assert next_run > now_ms, f"Job '{j['name']}' next_run should be in the future"

tests/cron/test_cron_tool_list.py

@@ -2,9 +2,12 @@
 
 from datetime import datetime, timezone
 
+import pytest
+
 from nanobot.agent.tools.cron import CronTool
 from nanobot.cron.service import CronService
 from nanobot.cron.types import CronJob, CronJobState, CronPayload, CronSchedule
+from tests.test_openai_api import pytest_plugins
 
 
 def _make_tool(tmp_path) -> CronTool:
@@ -215,8 +218,10 @@ def test_list_at_job_shows_iso_timestamp(tmp_path) -> None:
     assert "Asia/Shanghai" in result
 
 
-def test_list_shows_last_run_state(tmp_path) -> None:
+@pytest.mark.asyncio
+async def test_list_shows_last_run_state(tmp_path) -> None:
     tool = _make_tool(tmp_path)
+    tool._cron._running = True
     job = tool._cron.add_job(
         name="Stateful job",
         schedule=CronSchedule(kind="cron", expr="0 9 * * *", tz="UTC"),
@@ -232,9 +237,10 @@ def test_list_shows_last_run_state(tmp_path) -> None:
     assert "ok" in result
     assert "(UTC)" in result
 
-
-def test_list_shows_error_message(tmp_path) -> None:
+@pytest.mark.asyncio
+async def test_list_shows_error_message(tmp_path) -> None:
     tool = _make_tool(tmp_path)
+    tool._cron._running = True
     job = tool._cron.add_job(
         name="Failed job",
         schedule=CronSchedule(kind="cron", expr="0 9 * * *", tz="UTC"),

tests/providers/test_anthropic_thinking.py

@@ -0,0 +1,65 @@
+"""Tests for Anthropic provider thinking / reasoning_effort modes."""
+
+from __future__ import annotations
+
+from unittest.mock import patch
+
+from nanobot.providers.anthropic_provider import AnthropicProvider
+
+
+def _make_provider(model: str = "claude-sonnet-4-6") -> AnthropicProvider:
+    with patch("anthropic.AsyncAnthropic"):
+        return AnthropicProvider(api_key="sk-test", default_model=model)
+
+
+def _build(provider: AnthropicProvider, reasoning_effort: str | None, **overrides):
+    defaults = dict(
+        messages=[{"role": "user", "content": "hello"}],
+        tools=None,
+        model=None,
+        max_tokens=4096,
+        temperature=0.7,
+        reasoning_effort=reasoning_effort,
+        tool_choice=None,
+        supports_caching=False,
+    )
+    defaults.update(overrides)
+    return provider._build_kwargs(**defaults)
+
+
+def test_adaptive_sets_type_adaptive() -> None:
+    kw = _build(_make_provider(), "adaptive")
+    assert kw["thinking"] == {"type": "adaptive"}
+
+
+def test_adaptive_forces_temperature_one() -> None:
+    kw = _build(_make_provider(), "adaptive")
+    assert kw["temperature"] == 1.0
+
+
+def test_adaptive_does_not_inflate_max_tokens() -> None:
+    kw = _build(_make_provider(), "adaptive", max_tokens=2048)
+    assert kw["max_tokens"] == 2048
+
+
+def test_adaptive_no_budget_tokens() -> None:
+    kw = _build(_make_provider(), "adaptive")
+    assert "budget_tokens" not in kw["thinking"]
+
+
+def test_high_uses_enabled_with_budget() -> None:
+    kw = _build(_make_provider(), "high", max_tokens=4096)
+    assert kw["thinking"]["type"] == "enabled"
+    assert kw["thinking"]["budget_tokens"] == max(8192, 4096)
+    assert kw["max_tokens"] >= kw["thinking"]["budget_tokens"] + 4096
+
+
+def test_low_uses_small_budget() -> None:
+    kw = _build(_make_provider(), "low")
+    assert kw["thinking"] == {"type": "enabled", "budget_tokens": 1024}
+
+
+def test_none_does_not_enable_thinking() -> None:
+    kw = _build(_make_provider(), None)
+    assert "thinking" not in kw
+    assert kw["temperature"] == 0.7

tests/providers/test_custom_provider.py

@@ -4,6 +4,7 @@ from types import SimpleNamespace
 from unittest.mock import patch
 
 from nanobot.providers.openai_compat_provider import OpenAICompatProvider
+from nanobot.providers.registry import find_by_name
 
 
 def test_custom_provider_parse_handles_empty_choices() -> None:
@@ -53,3 +54,20 @@ def test_custom_provider_parse_chunks_accepts_plain_text_chunks() -> None:
 
     assert result.finish_reason == "stop"
     assert result.content == "hello world"
+
+
+def test_local_provider_502_error_includes_reachability_hint() -> None:
+    spec = find_by_name("ollama")
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI"):
+        provider = OpenAICompatProvider(api_base="http://localhost:11434/v1", spec=spec)
+
+    result = provider._handle_error(
+        Exception("Error code: 502"),
+        spec=spec,
+        api_base="http://localhost:11434/v1",
+    )
+
+    assert result.finish_reason == "error"
+    assert "local model endpoint" in result.content
+    assert "http://localhost:11434/v1" in result.content
+    assert "proxy/tunnel" in result.content

tests/providers/test_enforce_role_alternation.py

@@ -0,0 +1,197 @@
+"""Tests for LLMProvider._enforce_role_alternation."""
+
+from nanobot.providers.base import LLMProvider
+
+
+class TestEnforceRoleAlternation:
+    """Verify trailing-assistant removal and consecutive same-role merging."""
+
+    def test_empty_messages(self):
+        assert LLMProvider._enforce_role_alternation([]) == []
+
+    def test_no_change_needed(self):
+        msgs = [
+            {"role": "system", "content": "You are helpful."},
+            {"role": "user", "content": "Hi"},
+            {"role": "assistant", "content": "Hello!"},
+            {"role": "user", "content": "Bye"},
+        ]
+        result = LLMProvider._enforce_role_alternation(msgs)
+        assert len(result) == 4
+        assert result[-1]["role"] == "user"
+
+    def test_trailing_assistant_removed(self):
+        msgs = [
+            {"role": "user", "content": "Hi"},
+            {"role": "assistant", "content": "Hello!"},
+        ]
+        result = LLMProvider._enforce_role_alternation(msgs)
+        assert len(result) == 1
+        assert result[0]["role"] == "user"
+
+    def test_multiple_trailing_assistants_removed(self):
+        msgs = [
+            {"role": "user", "content": "Hi"},
+            {"role": "assistant", "content": "A"},
+            {"role": "assistant", "content": "B"},
+        ]
+        result = LLMProvider._enforce_role_alternation(msgs)
+        assert len(result) == 1
+        assert result[0]["role"] == "user"
+
+    def test_consecutive_user_messages_merged(self):
+        msgs = [
+            {"role": "user", "content": "Hello"},
+            {"role": "user", "content": "How are you?"},
+        ]
+        result = LLMProvider._enforce_role_alternation(msgs)
+        assert len(result) == 1
+        assert "Hello" in result[0]["content"]
+        assert "How are you?" in result[0]["content"]
+
+    def test_consecutive_assistant_messages_merged(self):
+        msgs = [
+            {"role": "user", "content": "Hi"},
+            {"role": "assistant", "content": "Hello!"},
+            {"role": "assistant", "content": "How can I help?"},
+            {"role": "user", "content": "Thanks"},
+        ]
+        result = LLMProvider._enforce_role_alternation(msgs)
+        assert len(result) == 3
+        assert "Hello!" in result[1]["content"]
+        assert "How can I help?" in result[1]["content"]
+
+    def test_system_messages_not_merged(self):
+        msgs = [
+            {"role": "system", "content": "System A"},
+            {"role": "system", "content": "System B"},
+            {"role": "user", "content": "Hi"},
+        ]
+        result = LLMProvider._enforce_role_alternation(msgs)
+        assert len(result) == 3
+        assert result[0]["content"] == "System A"
+        assert result[1]["content"] == "System B"
+
+    def test_tool_messages_not_merged(self):
+        msgs = [
+            {"role": "user", "content": "Hi"},
+            {"role": "assistant", "content": None, "tool_calls": [{"id": "1"}]},
+            {"role": "tool", "content": "result1", "tool_call_id": "1"},
+            {"role": "tool", "content": "result2", "tool_call_id": "2"},
+            {"role": "user", "content": "Next"},
+        ]
+        result = LLMProvider._enforce_role_alternation(msgs)
+        tool_msgs = [m for m in result if m["role"] == "tool"]
+        assert len(tool_msgs) == 2
+
+    def test_consecutive_assistant_keeps_later_tool_call_message(self):
+        msgs = [
+            {"role": "user", "content": "Hi"},
+            {"role": "assistant", "content": "Previous reply"},
+            {"role": "assistant", "content": None, "tool_calls": [{"id": "1"}]},
+            {"role": "tool", "content": "result1", "tool_call_id": "1"},
+            {"role": "user", "content": "Next"},
+        ]
+        result = LLMProvider._enforce_role_alternation(msgs)
+        assert result[1]["role"] == "assistant"
+        assert result[1]["tool_calls"] == [{"id": "1"}]
+        assert result[1]["content"] is None
+        assert result[2]["role"] == "tool"
+
+    def test_consecutive_assistant_does_not_overwrite_existing_tool_call_message(self):
+        msgs = [
+            {"role": "user", "content": "Hi"},
+            {"role": "assistant", "content": None, "tool_calls": [{"id": "1"}]},
+            {"role": "assistant", "content": "Later plain assistant"},
+            {"role": "tool", "content": "result1", "tool_call_id": "1"},
+            {"role": "user", "content": "Next"},
+        ]
+        result = LLMProvider._enforce_role_alternation(msgs)
+        assert result[1]["role"] == "assistant"
+        assert result[1]["tool_calls"] == [{"id": "1"}]
+        assert result[1]["content"] is None
+        assert result[2]["role"] == "tool"
+
+    def test_non_string_content_uses_latest(self):
+        msgs = [
+            {"role": "user", "content": [{"type": "text", "text": "A"}]},
+            {"role": "user", "content": "B"},
+        ]
+        result = LLMProvider._enforce_role_alternation(msgs)
+        assert len(result) == 1
+        assert result[0]["content"] == "B"
+
+    def test_original_messages_not_mutated(self):
+        msgs = [
+            {"role": "user", "content": "Hello"},
+            {"role": "user", "content": "World"},
+        ]
+        original_first = dict(msgs[0])
+        LLMProvider._enforce_role_alternation(msgs)
+        assert msgs[0] == original_first
+        assert len(msgs) == 2
+
+    def test_trailing_assistant_recovered_as_user_when_only_system_remains(self):
+        """Subagent result injected as assistant message must not be silently dropped.
+
+        When build_messages(current_role="assistant") produces [system, assistant],
+        _enforce_role_alternation would drop the assistant, leaving only [system].
+        Most providers (e.g. Zhipu/GLM error 1214) reject such requests.
+        The trailing assistant should be recovered as a user message instead.
+        """
+        msgs = [
+            {"role": "system", "content": "You are helpful."},
+            {"role": "assistant", "content": "Subagent completed successfully."},
+        ]
+        result = LLMProvider._enforce_role_alternation(msgs)
+        assert len(result) == 2
+        assert result[0]["role"] == "system"
+        assert result[1]["role"] == "user"
+        assert "Subagent completed successfully." in result[1]["content"]
+
+    def test_trailing_assistant_not_recovered_when_user_message_present(self):
+        """Recovery should NOT happen when a user message already exists."""
+        msgs = [
+            {"role": "system", "content": "You are helpful."},
+            {"role": "user", "content": "Hi"},
+            {"role": "assistant", "content": "Hello!"},
+        ]
+        result = LLMProvider._enforce_role_alternation(msgs)
+        assert len(result) == 2
+        assert result[-1]["role"] == "user"
+
+    def test_trailing_assistant_recovered_with_tool_result_preceding(self):
+        """When only [system, tool, assistant] remains, recovery is not needed
+        because tool messages are valid non-system content."""
+        msgs = [
+            {"role": "system", "content": "You are helpful."},
+            {"role": "tool", "content": "result", "tool_call_id": "1"},
+            {"role": "assistant", "content": "Done."},
+        ]
+        result = LLMProvider._enforce_role_alternation(msgs)
+        assert len(result) == 2
+        assert result[-1]["role"] == "tool"
+
+    def test_only_assistant_messages(self):
+        msgs = [
+            {"role": "assistant", "content": "A"},
+            {"role": "assistant", "content": "B"},
+        ]
+        result = LLMProvider._enforce_role_alternation(msgs)
+        assert result == []
+
+    def test_realistic_conversation(self):
+        msgs = [
+            {"role": "system", "content": "You are helpful."},
+            {"role": "user", "content": "What is 2+2?"},
+            {"role": "assistant", "content": "4"},
+            {"role": "user", "content": "And 3+3?"},
+            {"role": "user", "content": "(please be quick)"},
+            {"role": "assistant", "content": "6"},
+        ]
+        result = LLMProvider._enforce_role_alternation(msgs)
+        assert len(result) == 4
+        assert result[2]["role"] == "assistant"
+        assert result[3]["role"] == "user"
+        assert "And 3+3?" in result[3]["content"]
+        assert "(please be quick)" in result[3]["content"]

tests/providers/test_litellm_kwargs.py

@@ -10,7 +10,7 @@ from __future__ import annotations
 
 import asyncio
 from types import SimpleNamespace
-from unittest.mock import AsyncMock, patch
+from unittest.mock import AsyncMock, MagicMock, patch
 
 import pytest
 
@@ -54,6 +54,57 @@ def _fake_tool_call_response() -> SimpleNamespace:
     return SimpleNamespace(choices=[choice], usage=usage)
 
 
+def _fake_responses_response(content: str = "ok") -> MagicMock:
+    """Build a minimal Responses API response object."""
+    resp = MagicMock()
+    resp.model_dump.return_value = {
+        "output": [{
+            "type": "message",
+            "role": "assistant",
+            "content": [{"type": "output_text", "text": content}],
+        }],
+        "status": "completed",
+        "usage": {"input_tokens": 10, "output_tokens": 5, "total_tokens": 15},
+    }
+    return resp
+
+
+def _fake_responses_stream(text: str = "ok"):
+    async def _stream():
+        yield SimpleNamespace(type="response.output_text.delta", delta=text)
+        yield SimpleNamespace(
+            type="response.completed",
+            response=SimpleNamespace(
+                status="completed",
+                usage=SimpleNamespace(input_tokens=10, output_tokens=5, total_tokens=15),
+                output=[],
+            ),
+        )
+
+    return _stream()
+
+
+def _fake_chat_stream(text: str = "ok"):
+    async def _stream():
+        yield SimpleNamespace(
+            choices=[SimpleNamespace(finish_reason=None, delta=SimpleNamespace(content=text, reasoning_content=None, tool_calls=None))],
+            usage=None,
+        )
+        yield SimpleNamespace(
+            choices=[SimpleNamespace(finish_reason="stop", delta=SimpleNamespace(content=None, reasoning_content=None, tool_calls=None))],
+            usage=SimpleNamespace(prompt_tokens=10, completion_tokens=5, total_tokens=15),
+        )
+
+    return _stream()
+
+
+class _FakeResponsesError(Exception):
+    def __init__(self, status_code: int, text: str):
+        super().__init__(text)
+        self.status_code = status_code
+        self.response = SimpleNamespace(status_code=status_code, text=text, headers={})
+
+
 class _StalledStream:
     def __aiter__(self):
         return self
@@ -226,6 +277,224 @@ def test_openai_model_passthrough() -> None:
     assert provider.get_default_model() == "gpt-4o"
 
 
+@pytest.mark.asyncio
+async def test_direct_openai_gpt5_uses_responses_api() -> None:
+    mock_chat = AsyncMock(return_value=_fake_chat_response())
+    mock_responses = AsyncMock(return_value=_fake_responses_response("from responses"))
+    spec = find_by_name("openai")
+
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI") as MockClient:
+        client_instance = MockClient.return_value
+        client_instance.chat.completions.create = mock_chat
+        client_instance.responses.create = mock_responses
+
+        provider = OpenAICompatProvider(
+            api_key="sk-test-key",
+            default_model="gpt-5-chat",
+            spec=spec,
+        )
+        result = await provider.chat(
+            messages=[{"role": "user", "content": "hello"}],
+            model="gpt-5-chat",
+        )
+
+    assert result.content == "from responses"
+    mock_responses.assert_awaited_once()
+    mock_chat.assert_not_awaited()
+    call_kwargs = mock_responses.call_args.kwargs
+    assert call_kwargs["model"] == "gpt-5-chat"
+    assert call_kwargs["max_output_tokens"] == 4096
+    assert "input" in call_kwargs
+    assert "messages" not in call_kwargs
+
+
+@pytest.mark.asyncio
+async def test_direct_openai_reasoning_prefers_responses_api() -> None:
+    mock_chat = AsyncMock(return_value=_fake_chat_response())
+    mock_responses = AsyncMock(return_value=_fake_responses_response("reasoned"))
+    spec = find_by_name("openai")
+
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI") as MockClient:
+        client_instance = MockClient.return_value
+        client_instance.chat.completions.create = mock_chat
+        client_instance.responses.create = mock_responses
+
+        provider = OpenAICompatProvider(
+            api_key="sk-test-key",
+            default_model="gpt-4o",
+            spec=spec,
+        )
+        await provider.chat(
+            messages=[{"role": "user", "content": "hello"}],
+            model="gpt-4o",
+            reasoning_effort="medium",
+        )
+
+    mock_responses.assert_awaited_once()
+    mock_chat.assert_not_awaited()
+    call_kwargs = mock_responses.call_args.kwargs
+    assert call_kwargs["reasoning"] == {"effort": "medium"}
+    assert call_kwargs["include"] == ["reasoning.encrypted_content"]
+
+
+@pytest.mark.asyncio
+async def test_direct_openai_gpt4o_stays_on_chat_completions() -> None:
+    mock_chat = AsyncMock(return_value=_fake_chat_response())
+    mock_responses = AsyncMock(return_value=_fake_responses_response())
+    spec = find_by_name("openai")
+
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI") as MockClient:
+        client_instance = MockClient.return_value
+        client_instance.chat.completions.create = mock_chat
+        client_instance.responses.create = mock_responses
+
+        provider = OpenAICompatProvider(
+            api_key="sk-test-key",
+            default_model="gpt-4o",
+            spec=spec,
+        )
+        await provider.chat(
+            messages=[{"role": "user", "content": "hello"}],
+            model="gpt-4o",
+        )
+
+    mock_chat.assert_awaited_once()
+    mock_responses.assert_not_awaited()
+
+
+@pytest.mark.asyncio
+async def test_openrouter_gpt5_stays_on_chat_completions() -> None:
+    mock_chat = AsyncMock(return_value=_fake_chat_response())
+    mock_responses = AsyncMock(return_value=_fake_responses_response())
+    spec = find_by_name("openrouter")
+
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI") as MockClient:
+        client_instance = MockClient.return_value
+        client_instance.chat.completions.create = mock_chat
+        client_instance.responses.create = mock_responses
+
+        provider = OpenAICompatProvider(
+            api_key="sk-or-test-key",
+            api_base="https://openrouter.ai/api/v1",
+            default_model="openai/gpt-5",
+            spec=spec,
+        )
+        await provider.chat(
+            messages=[{"role": "user", "content": "hello"}],
+            model="openai/gpt-5",
+        )
+
+    mock_chat.assert_awaited_once()
+    mock_responses.assert_not_awaited()
+
+
+@pytest.mark.asyncio
+async def test_direct_openai_streaming_gpt5_uses_responses_api() -> None:
+    mock_chat = AsyncMock(return_value=_StalledStream())
+    mock_responses = AsyncMock(return_value=_fake_responses_stream("hi"))
+    spec = find_by_name("openai")
+
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI") as MockClient:
+        client_instance = MockClient.return_value
+        client_instance.chat.completions.create = mock_chat
+        client_instance.responses.create = mock_responses
+
+        provider = OpenAICompatProvider(
+            api_key="sk-test-key",
+            default_model="gpt-5-chat",
+            spec=spec,
+        )
+        result = await provider.chat_stream(
+            messages=[{"role": "user", "content": "hello"}],
+            model="gpt-5-chat",
+        )
+
+    assert result.content == "hi"
+    assert result.finish_reason == "stop"
+    mock_responses.assert_awaited_once()
+    mock_chat.assert_not_awaited()
+
+
+@pytest.mark.asyncio
+async def test_direct_openai_responses_404_falls_back_to_chat_completions() -> None:
+    mock_chat = AsyncMock(return_value=_fake_chat_response("from chat"))
+    mock_responses = AsyncMock(side_effect=_FakeResponsesError(404, "Responses endpoint not supported"))
+    spec = find_by_name("openai")
+
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI") as MockClient:
+        client_instance = MockClient.return_value
+        client_instance.chat.completions.create = mock_chat
+        client_instance.responses.create = mock_responses
+
+        provider = OpenAICompatProvider(
+            api_key="sk-test-key",
+            default_model="gpt-5-chat",
+            spec=spec,
+        )
+        result = await provider.chat(
+            messages=[{"role": "user", "content": "hello"}],
+            model="gpt-5-chat",
+        )
+
+    assert result.content == "from chat"
+    mock_responses.assert_awaited_once()
+    mock_chat.assert_awaited_once()
+
+
+@pytest.mark.asyncio
+async def test_direct_openai_stream_responses_unsupported_param_falls_back() -> None:
+    mock_chat = AsyncMock(return_value=_fake_chat_stream("fallback stream"))
+    mock_responses = AsyncMock(
+        side_effect=_FakeResponsesError(400, "Unknown parameter: max_output_tokens for Responses API")
+    )
+    spec = find_by_name("openai")
+
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI") as MockClient:
+        client_instance = MockClient.return_value
+        client_instance.chat.completions.create = mock_chat
+        client_instance.responses.create = mock_responses
+
+        provider = OpenAICompatProvider(
+            api_key="sk-test-key",
+            default_model="gpt-5-chat",
+            spec=spec,
+        )
+        result = await provider.chat_stream(
+            messages=[{"role": "user", "content": "hello"}],
+            model="gpt-5-chat",
+        )
+
+    assert result.content == "fallback stream"
+    mock_responses.assert_awaited_once()
+    mock_chat.assert_awaited_once()
+
+
+@pytest.mark.asyncio
+async def test_direct_openai_responses_rate_limit_does_not_fallback() -> None:
+    mock_chat = AsyncMock(return_value=_fake_chat_response("from chat"))
+    mock_responses = AsyncMock(side_effect=_FakeResponsesError(429, "rate limit"))
+    spec = find_by_name("openai")
+
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI") as MockClient:
+        client_instance = MockClient.return_value
+        client_instance.chat.completions.create = mock_chat
+        client_instance.responses.create = mock_responses
+
+        provider = OpenAICompatProvider(
+            api_key="sk-test-key",
+            default_model="gpt-5-chat",
+            spec=spec,
+        )
+        result = await provider.chat(
+            messages=[{"role": "user", "content": "hello"}],
+            model="gpt-5-chat",
+        )
+
+    assert result.finish_reason == "error"
+    mock_responses.assert_awaited_once()
+    mock_chat.assert_not_awaited()
+
+
 def test_openai_compat_supports_temperature_matches_reasoning_model_rules() -> None:
     assert OpenAICompatProvider._supports_temperature("gpt-4o") is True
     assert OpenAICompatProvider._supports_temperature("gpt-5-chat") is False
@@ -263,6 +532,7 @@ def test_openai_compat_preserves_message_level_reasoning_fields() -> None:
         provider = OpenAICompatProvider()
 
     sanitized = provider._sanitize_messages([
+        {"role": "user", "content": "hi"},
         {
             "role": "assistant",
             "content": "done",
@@ -276,12 +546,114 @@ def test_openai_compat_preserves_message_level_reasoning_fields() -> None:
                     "extra_content": {"google": {"thought_signature": "sig"}},
                 }
             ],
-        }
+        },
+        {"role": "user", "content": "thanks"},
     ])
 
-    assert sanitized[0]["reasoning_content"] == "hidden"
-    assert sanitized[0]["extra_content"] == {"debug": True}
-    assert sanitized[0]["tool_calls"][0]["extra_content"] == {"google": {"thought_signature": "sig"}}
+    assert sanitized[1]["content"] is None
+    assert sanitized[1]["reasoning_content"] == "hidden"
+    assert sanitized[1]["extra_content"] == {"debug": True}
+    assert sanitized[1]["tool_calls"][0]["extra_content"] == {"google": {"thought_signature": "sig"}}
+
+
+def test_openai_compat_keeps_tool_calls_after_consecutive_assistant_messages() -> None:
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI"):
+        provider = OpenAICompatProvider()
+
+    sanitized = provider._sanitize_messages([
+        {"role": "user", "content": "不错"},
+        {"role": "assistant", "content": "对，破 4 万指日可待"},
+        {
+            "role": "assistant",
+            "content": "<think>我再查一下</think>",
+            "tool_calls": [
+                {
+                    "id": "call_function_akxp3wqzn7ph_1",
+                    "type": "function",
+                    "function": {"name": "exec", "arguments": "{}"},
+                }
+            ],
+        },
+        {"role": "tool", "tool_call_id": "call_function_akxp3wqzn7ph_1", "name": "exec", "content": "ok"},
+        {"role": "user", "content": "多少star了呢"},
+    ])
+
+    assert sanitized[1]["role"] == "assistant"
+    assert sanitized[1]["content"] is None
+    assert sanitized[1]["tool_calls"][0]["id"] == "3ec83c30d"
+    assert sanitized[2]["tool_call_id"] == "3ec83c30d"
+
+
+def test_openai_compat_stringifies_dict_tool_arguments() -> None:
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI"):
+        provider = OpenAICompatProvider()
+
+    sanitized = provider._sanitize_messages([
+        {"role": "user", "content": "hi"},
+        {
+            "role": "assistant",
+            "content": "",
+            "tool_calls": [
+                {
+                    "id": "call_1",
+                    "type": "function",
+                    "function": {"name": "exec", "arguments": {"cmd": "ls -la"}},
+                }
+            ],
+        },
+        {"role": "tool", "tool_call_id": "call_1", "name": "exec", "content": "ok"},
+        {"role": "user", "content": "done"},
+    ])
+
+    assert sanitized[1]["tool_calls"][0]["function"]["arguments"] == '{"cmd": "ls -la"}'
+
+
+def test_openai_compat_repairs_non_json_tool_arguments_string() -> None:
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI"):
+        provider = OpenAICompatProvider()
+
+    sanitized = provider._sanitize_messages([
+        {"role": "user", "content": "hi"},
+        {
+            "role": "assistant",
+            "content": "",
+            "tool_calls": [
+                {
+                    "id": "call_1",
+                    "type": "function",
+                    "function": {"name": "exec", "arguments": "{'cmd': 'pwd'}"},
+                }
+            ],
+        },
+        {"role": "tool", "tool_call_id": "call_1", "name": "exec", "content": "ok"},
+        {"role": "user", "content": "done"},
+    ])
+
+    assert sanitized[1]["tool_calls"][0]["function"]["arguments"] == '{"cmd": "pwd"}'
+
+
+def test_openai_compat_defaults_missing_tool_arguments_to_empty_object() -> None:
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI"):
+        provider = OpenAICompatProvider()
+
+    sanitized = provider._sanitize_messages([
+        {"role": "user", "content": "hi"},
+        {
+            "role": "assistant",
+            "content": "",
+            "tool_calls": [
+                {
+                    "id": "call_1",
+                    "type": "function",
+                    "function": {"name": "exec"},
+                }
+            ],
+        },
+        {"role": "tool", "tool_call_id": "call_1", "name": "exec", "content": "ok"},
+        {"role": "user", "content": "done"},
+    ])
+
+    assert sanitized[1]["tool_calls"][0]["function"]["arguments"] == "{}"
 
 
 @pytest.mark.asyncio
@@ -358,3 +730,50 @@ def test_openai_no_thinking_extra_body() -> None:
     """Non-thinking providers should never get extra_body for thinking."""
     kw = _build_kwargs_for("openai", "gpt-4o", reasoning_effort="medium")
     assert "extra_body" not in kw
+
+
+def test_kimi_k25_thinking_enabled() -> None:
+    """kimi-k2.5 with reasoning_effort set should opt in to thinking."""
+    kw = _build_kwargs_for("moonshot", "kimi-k2.5", reasoning_effort="medium")
+    assert kw.get("extra_body") == {"thinking": {"type": "enabled"}}
+
+
+def test_kimi_k25_thinking_disabled_for_minimal() -> None:
+    """reasoning_effort='minimal' maps to thinking disabled for kimi-k2.5."""
+    kw = _build_kwargs_for("moonshot", "kimi-k2.5", reasoning_effort="minimal")
+    assert kw.get("extra_body") == {"thinking": {"type": "disabled"}}
+
+
+def test_kimi_k25_no_extra_body_when_reasoning_effort_none() -> None:
+    """Without reasoning_effort the thinking param must not be injected."""
+    kw = _build_kwargs_for("moonshot", "kimi-k2.5", reasoning_effort=None)
+    assert "extra_body" not in kw
+
+
+def test_kimi_k25_thinking_enabled_with_openrouter_prefix() -> None:
+    """OpenRouter-style model names like moonshotai/kimi-k2.5 must trigger thinking."""
+    kw = _build_kwargs_for("openrouter", "moonshotai/kimi-k2.5", reasoning_effort="medium")
+    assert kw.get("extra_body") == {"thinking": {"type": "enabled"}}
+
+def test_kimi_k25_thinking_disabled_with_openrouter_prefix() -> None:
+    """OpenRouter names must NOT trigger thinking without reasoning_effort."""
+    kw = _build_kwargs_for("openrouter", "moonshotai/kimi-k2.5", reasoning_effort=None)
+    assert "extra_body" not in kw
+
+
+def test_kimi_k26_code_preview_thinking_enabled() -> None:
+    """k2.6-code-preview also supports thinking; should behave like k2.5."""
+    kw = _build_kwargs_for("moonshot", "k2.6-code-preview", reasoning_effort="high")
+    assert kw.get("extra_body") == {"thinking": {"type": "enabled"}}
+
+
+def test_kimi_k2_series_no_thinking_injection() -> None:
+    """kimi-k2 (non-thinking) models must NOT receive extra_body.thinking."""
+    kw = _build_kwargs_for("moonshot", "kimi-k2", reasoning_effort="high")
+    assert "extra_body" not in kw
+
+
+def test_kimi_k2_thinking_series_no_thinking_injection() -> None:
+    """kimi-k2-thinking series models must NOT receive extra_body.thinking."""
+    kw = _build_kwargs_for("moonshot", "kimi-k2-thinking", reasoning_effort="high")
+    assert "extra_body" not in kw

tests/providers/test_provider_retry.py

@@ -1,4 +1,5 @@
 import asyncio
+import copy
 
 import pytest
 
@@ -86,6 +87,33 @@ async def test_chat_with_retry_returns_final_error_after_retries(monkeypatch) ->
     assert delays == [1, 2, 4]
 
 
+@pytest.mark.asyncio
+async def test_chat_with_retry_emits_terminal_progress_when_standard_retries_exhaust(monkeypatch) -> None:
+    provider = ScriptedProvider([
+        LLMResponse(content="429 rate limit a", finish_reason="error"),
+        LLMResponse(content="429 rate limit b", finish_reason="error"),
+        LLMResponse(content="429 rate limit c", finish_reason="error"),
+        LLMResponse(content="503 final server error", finish_reason="error"),
+    ])
+    progress: list[str] = []
+
+    async def _fake_sleep(delay: int) -> None:
+        return None
+
+    async def _progress(msg: str) -> None:
+        progress.append(msg)
+
+    monkeypatch.setattr("nanobot.providers.base.asyncio.sleep", _fake_sleep)
+
+    response = await provider.chat_with_retry(
+        messages=[{"role": "user", "content": "hello"}],
+        on_retry_wait=_progress,
+    )
+
+    assert response.content == "503 final server error"
+    assert progress[-1] == "Model request failed after 4 retries, giving up."
+
+
 @pytest.mark.asyncio
 async def test_chat_with_retry_preserves_cancelled_error() -> None:
     provider = ScriptedProvider([asyncio.CancelledError()])
@@ -152,7 +180,7 @@ async def test_non_transient_error_with_images_retries_without_images() -> None:
         LLMResponse(content="ok, no image"),
     ])
 
-    response = await provider.chat_with_retry(messages=_IMAGE_MSG)
+    response = await provider.chat_with_retry(messages=copy.deepcopy(_IMAGE_MSG))
 
     assert response.content == "ok, no image"
     assert provider.calls == 2
@@ -164,6 +192,24 @@ async def test_non_transient_error_with_images_retries_without_images() -> None:
             assert any("[image: /media/test.png]" in (b.get("text") or "") for b in content)
 
 
+@pytest.mark.asyncio
+async def test_successful_image_retry_mutates_original_messages_in_place() -> None:
+    """Successful no-image retry should update the caller's message history."""
+    provider = ScriptedProvider([
+        LLMResponse(content="model does not support images", finish_reason="error"),
+        LLMResponse(content="ok, no image"),
+    ])
+    messages = copy.deepcopy(_IMAGE_MSG)
+
+    response = await provider.chat_with_retry(messages=messages)
+
+    assert response.content == "ok, no image"
+    content = messages[0]["content"]
+    assert isinstance(content, list)
+    assert all(block.get("type") != "image_url" for block in content)
+    assert any("[image: /media/test.png]" in (block.get("text") or "") for block in content)
+
+
 @pytest.mark.asyncio
 async def test_non_transient_error_without_images_no_retry() -> None:
     """Non-transient errors without image content are returned immediately."""
@@ -187,7 +233,7 @@ async def test_image_fallback_returns_error_on_second_failure() -> None:
         LLMResponse(content="still failing", finish_reason="error"),
     ])
 
-    response = await provider.chat_with_retry(messages=_IMAGE_MSG)
+    response = await provider.chat_with_retry(messages=copy.deepcopy(_IMAGE_MSG))
 
     assert provider.calls == 2
     assert response.content == "still failing"
@@ -202,7 +248,7 @@ async def test_image_fallback_without_meta_uses_default_placeholder() -> None:
         LLMResponse(content="ok"),
     ])
 
-    response = await provider.chat_with_retry(messages=_IMAGE_MSG_NO_META)
+    response = await provider.chat_with_retry(messages=copy.deepcopy(_IMAGE_MSG_NO_META))
 
     assert response.content == "ok"
     assert provider.calls == 2
@@ -450,3 +496,28 @@ async def test_persistent_retry_aborts_after_ten_identical_transient_errors(monk
     assert response.content == "429 rate limit"
     assert provider.calls == 10
     assert delays == [1, 2, 4, 4, 4, 4, 4, 4, 4]
+
+
+@pytest.mark.asyncio
+async def test_persistent_retry_emits_terminal_progress_on_identical_error_limit(monkeypatch) -> None:
+    provider = ScriptedProvider([
+        *[LLMResponse(content="429 rate limit", finish_reason="error") for _ in range(10)],
+    ])
+    progress: list[str] = []
+
+    async def _fake_sleep(delay: float) -> None:
+        return None
+
+    async def _progress(msg: str) -> None:
+        progress.append(msg)
+
+    monkeypatch.setattr("nanobot.providers.base.asyncio.sleep", _fake_sleep)
+
+    response = await provider.chat_with_retry(
+        messages=[{"role": "user", "content": "hello"}],
+        retry_mode="persistent",
+        on_retry_wait=_progress,
+    )
+
+    assert response.finish_reason == "error"
+    assert progress[-1] == "Persistent retry stopped after 10 identical errors."

tests/providers/test_stepfun_reasoning.py

@@ -0,0 +1,246 @@
+"""Tests for StepFun Plan API reasoning field fallback in OpenAICompatProvider.
+
+StepFun Plan API returns response content in the 'reasoning' field when
+the model is in thinking mode and 'content' is empty. This test module
+verifies the fallback logic for all code paths.
+"""
+
+from types import SimpleNamespace
+from unittest.mock import patch
+
+from nanobot.providers.openai_compat_provider import OpenAICompatProvider
+
+
+# ── _parse: dict branch ─────────────────────────────────────────────────────
+
+
+def test_parse_dict_stepfun_reasoning_fallback() -> None:
+    """When content is None and reasoning exists, content falls back to reasoning."""
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI"):
+        provider = OpenAICompatProvider()
+
+    response = {
+        "choices": [{
+            "message": {
+                "content": None,
+                "reasoning": "Let me think... The answer is 42.",
+            },
+            "finish_reason": "stop",
+        }],
+    }
+
+    result = provider._parse(response)
+
+    assert result.content == "Let me think... The answer is 42."
+    # reasoning_content should also be populated from reasoning
+    assert result.reasoning_content == "Let me think... The answer is 42."
+
+
+def test_parse_dict_stepfun_reasoning_priority() -> None:
+    """reasoning_content field takes priority over reasoning when both present."""
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI"):
+        provider = OpenAICompatProvider()
+
+    response = {
+        "choices": [{
+            "message": {
+                "content": None,
+                "reasoning": "informal thinking",
+                "reasoning_content": "formal reasoning content",
+            },
+            "finish_reason": "stop",
+        }],
+    }
+
+    result = provider._parse(response)
+
+    assert result.content == "informal thinking"
+    # reasoning_content uses the dedicated field, not reasoning
+    assert result.reasoning_content == "formal reasoning content"
+
+
+# ── _parse: SDK object branch ───────────────────────────────────────────────
+
+
+def _make_sdk_message(content, reasoning=None, reasoning_content=None):
+    """Create a mock SDK message object."""
+    msg = SimpleNamespace(content=content, tool_calls=None)
+    if reasoning is not None:
+        msg.reasoning = reasoning
+    if reasoning_content is not None:
+        msg.reasoning_content = reasoning_content
+    return msg
+
+
+def test_parse_sdk_stepfun_reasoning_fallback() -> None:
+    """SDK branch: content falls back to msg.reasoning when content is None."""
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI"):
+        provider = OpenAICompatProvider()
+
+    msg = _make_sdk_message(content=None, reasoning="After analysis: result is 4.")
+    choice = SimpleNamespace(finish_reason="stop", message=msg)
+    response = SimpleNamespace(choices=[choice], usage=None)
+
+    result = provider._parse(response)
+
+    assert result.content == "After analysis: result is 4."
+    assert result.reasoning_content == "After analysis: result is 4."
+
+
+def test_parse_sdk_stepfun_reasoning_priority() -> None:
+    """reasoning_content field takes priority over reasoning in SDK branch."""
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI"):
+        provider = OpenAICompatProvider()
+
+    msg = _make_sdk_message(
+        content=None,
+        reasoning="thinking process",
+        reasoning_content="formal reasoning"
+    )
+    choice = SimpleNamespace(finish_reason="stop", message=msg)
+    response = SimpleNamespace(choices=[choice], usage=None)
+
+    result = provider._parse(response)
+
+    assert result.content == "thinking process"
+    assert result.reasoning_content == "formal reasoning"
+
+
+# ── _parse_chunks: streaming dict branch ────────────────────────────────────
+
+
+def test_parse_chunks_dict_stepfun_reasoning_fallback() -> None:
+    """Streaming dict: reasoning field used when reasoning_content is absent."""
+    chunks = [
+        {
+            "choices": [{
+                "finish_reason": None,
+                "delta": {"content": None, "reasoning": "Thinking step 1... "},
+            }],
+        },
+        {
+            "choices": [{
+                "finish_reason": None,
+                "delta": {"content": None, "reasoning": "step 2."},
+            }],
+        },
+        {
+            "choices": [{
+                "finish_reason": "stop",
+                "delta": {"content": "final answer"},
+            }],
+        },
+    ]
+
+    result = OpenAICompatProvider._parse_chunks(chunks)
+
+    assert result.content == "final answer"
+    assert result.reasoning_content == "Thinking step 1... step 2."
+
+
+# ── Regression: normal models unaffected ────────────────────────────────────
+
+
+def test_parse_dict_normal_model_with_reasoning_content_unaffected() -> None:
+    """Models that use reasoning_content (e.g. DeepSeek-R1) are not affected."""
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI"):
+        provider = OpenAICompatProvider()
+
+    response = {
+        "choices": [{
+            "message": {
+                "content": "The answer is 42.",
+                "reasoning_content": "Let me think step by step...",
+            },
+            "finish_reason": "stop",
+        }],
+    }
+
+    result = provider._parse(response)
+
+    assert result.content == "The answer is 42."
+    assert result.reasoning_content == "Let me think step by step..."
+
+
+def test_parse_dict_standard_model_no_reasoning_unaffected() -> None:
+    """Standard models (no reasoning fields at all) work exactly as before."""
+    with patch("nanobot.providers.openai_compat_provider.AsyncOpenAI"):
+        provider = OpenAICompatProvider()
+
+    response = {
+        "choices": [{
+            "message": {"content": "Hello!"},
+            "finish_reason": "stop",
+        }],
+    }
+
+    result = provider._parse(response)
+
+    assert result.content == "Hello!"
+    assert result.reasoning_content is None
+
+
+def test_parse_chunks_dict_reasoning_precedence() -> None:
+    """reasoning_content takes precedence over reasoning in dict chunks."""
+    chunks = [
+        {
+            "choices": [{
+                "finish_reason": None,
+                "delta": {
+                    "content": None,
+                    "reasoning_content": "formal: ",
+                    "reasoning": "informal: ",
+                },
+            }],
+        },
+        {
+            "choices": [{
+                "finish_reason": "stop",
+                "delta": {"content": "result"},
+            }],
+        },
+    ]
+
+    result = OpenAICompatProvider._parse_chunks(chunks)
+
+    assert result.reasoning_content == "formal: "
+
+
+# ── _parse_chunks: streaming SDK-object branch ─────────────────────────────
+
+
+def _make_sdk_chunk(reasoning_content=None, reasoning=None, content=None, finish=None):
+    """Create a mock SDK chunk object."""
+    delta = SimpleNamespace(
+        content=content,
+        reasoning_content=reasoning_content,
+        reasoning=reasoning,
+        tool_calls=None,
+    )
+    choice = SimpleNamespace(finish_reason=finish, delta=delta)
+    return SimpleNamespace(choices=[choice], usage=None)
+
+
+def test_parse_chunks_sdk_stepfun_reasoning_fallback() -> None:
+    """SDK streaming: reasoning field used when reasoning_content is None."""
+    chunks = [
+        _make_sdk_chunk(reasoning="Thinking... ", content=None, finish=None),
+        _make_sdk_chunk(reasoning=None, content="answer", finish="stop"),
+    ]
+
+    result = OpenAICompatProvider._parse_chunks(chunks)
+
+    assert result.content == "answer"
+    assert result.reasoning_content == "Thinking... "
+
+
+def test_parse_chunks_sdk_reasoning_precedence() -> None:
+    """reasoning_content takes precedence over reasoning in SDK chunks."""
+    chunks = [
+        _make_sdk_chunk(reasoning_content="formal: ", reasoning="informal: ", content=None),
+        _make_sdk_chunk(reasoning_content=None, reasoning=None, content="result", finish="stop"),
+    ]
+
+    result = OpenAICompatProvider._parse_chunks(chunks)
+
+    assert result.reasoning_content == "formal: "

tests/test_api_attachment.py

@@ -0,0 +1,496 @@
+"""Tests for API file upload functionality (JSON base64 + multipart)."""
+
+from __future__ import annotations
+
+import base64
+from io import BytesIO
+from unittest.mock import AsyncMock, MagicMock
+
+import pytest
+import pytest_asyncio
+
+from nanobot.api.server import (
+    _FileSizeExceeded,
+    _parse_json_content,
+    _save_base64_data_url,
+    create_app,
+)
+from nanobot.utils.document import extract_documents
+
+try:
+    from aiohttp.test_utils import TestClient, TestServer
+
+    HAS_AIOHTTP = True
+except ImportError:
+    HAS_AIOHTTP = False
+
+pytest_plugins = ("pytest_asyncio",)
+
+
+def _make_mock_agent(response_text: str = "mock response") -> MagicMock:
+    agent = MagicMock()
+    agent.process_direct = AsyncMock(return_value=response_text)
+    agent._connect_mcp = AsyncMock()
+    agent.close_mcp = AsyncMock()
+    return agent
+
+
+@pytest.fixture
+def mock_agent():
+    return _make_mock_agent()
+
+
+@pytest.fixture
+def app(mock_agent):
+    return create_app(mock_agent, model_name="test-model", request_timeout=10.0)
+
+
+@pytest_asyncio.fixture
+async def aiohttp_client():
+    clients: list[TestClient] = []
+
+    async def _make_client(app):
+        client = TestClient(TestServer(app))
+        await client.start_server()
+        clients.append(client)
+        return client
+
+    try:
+        yield _make_client
+    finally:
+        for client in clients:
+            await client.close()
+
+
+# ---------------------------------------------------------------------------
+# Helper function tests
+# ---------------------------------------------------------------------------
+
+def test_save_base64_data_url_saves_png(tmp_path) -> None:
+    """Saving a base64 data URL creates a file with correct extension."""
+    b64_data = base64.b64encode(b"fake png data").decode()
+    data_url = f"data:image/png;base64,{b64_data}"
+    result = _save_base64_data_url(data_url, tmp_path)
+    assert result is not None
+    assert result.endswith(".png")
+    assert (tmp_path / result.replace(str(tmp_path) + "/", "")).read_bytes() == b"fake png data"
+
+
+def test_save_base64_data_url_handles_invalid_b64(tmp_path) -> None:
+    """Invalid base64 returns None."""
+    result = _save_base64_data_url("data:image/png;base64,not-valid-base64!!!", tmp_path)
+    assert result is None
+
+
+def test_save_base64_data_url_handles_unknown_mime(tmp_path) -> None:
+    """Unknown MIME type defaults to .bin."""
+    b64_data = base64.b64encode(b"some data").decode()
+    data_url = f"data:unknown/type;base64,{b64_data}"
+    result = _save_base64_data_url(data_url, tmp_path)
+    assert result is not None
+    assert result.endswith(".bin")
+
+
+def test_save_base64_data_url_rejects_oversized_payload(tmp_path) -> None:
+    """Base64 uploads should respect the same per-file limit as multipart."""
+    large_payload = base64.b64encode(b"x" * (11 * 1024 * 1024)).decode()
+    data_url = f"data:image/png;base64,{large_payload}"
+
+    with pytest.raises(_FileSizeExceeded, match="10MB limit"):
+        _save_base64_data_url(data_url, tmp_path)
+
+
+def test_parse_json_content_extracts_text_and_media(tmp_path) -> None:
+    """Parse JSON with text + base64 image saves image and returns paths."""
+    b64_data = base64.b64encode(b"img").decode()
+    body = {
+        "messages": [
+            {
+                "role": "user",
+                "content": [
+                    {"type": "text", "text": "describe this"},
+                    {"type": "image_url", "image_url": {"url": f"data:image/png;base64,{b64_data}"}},
+                ],
+            }
+        ]
+    }
+    import os
+    original_cwd = os.getcwd()
+    os.chdir(tmp_path)
+
+    try:
+        text, media_paths = _parse_json_content(body)
+        assert text == "describe this"
+        assert len(media_paths) == 1
+    finally:
+        os.chdir(original_cwd)
+
+
+def test_parse_json_content_plain_text_only() -> None:
+    """Plain text string content returns no media."""
+    body = {"messages": [{"role": "user", "content": "hello"}]}
+    text, media_paths = _parse_json_content(body)
+    assert text == "hello"
+    assert media_paths == []
+
+
+def test_parse_json_content_validates_single_message() -> None:
+    """Multiple messages raise ValueError."""
+    body = {
+        "messages": [
+            {"role": "user", "content": "first"},
+            {"role": "user", "content": "second"},
+        ]
+    }
+    with pytest.raises(ValueError, match="single user message"):
+        _parse_json_content(body)
+
+
+def test_parse_json_content_validates_user_role() -> None:
+    """Non-user role raises ValueError."""
+    body = {"messages": [{"role": "system", "content": "you are a bot"}]}
+    with pytest.raises(ValueError, match="single user message"):
+        _parse_json_content(body)
+
+
+def test_parse_json_content_rejects_oversized_base64_file(tmp_path) -> None:
+    """Oversized JSON data URLs should fail before writing to disk."""
+    large_payload = base64.b64encode(b"x" * (11 * 1024 * 1024)).decode()
+    body = {
+        "messages": [
+            {
+                "role": "user",
+                "content": [
+                    {"type": "text", "text": "describe"},
+                    {"type": "image_url", "image_url": {"url": f"data:image/png;base64,{large_payload}"}},
+                ],
+            }
+        ]
+    }
+    import os
+    original_cwd = os.getcwd()
+    os.chdir(tmp_path)
+
+    try:
+        with pytest.raises(_FileSizeExceeded, match="10MB limit"):
+            _parse_json_content(body)
+    finally:
+        os.chdir(original_cwd)
+
+
+# ---------------------------------------------------------------------------
+# Multipart upload tests
+# ---------------------------------------------------------------------------
+
+@pytest.mark.skipif(not HAS_AIOHTTP, reason="aiohttp not installed")
+@pytest.mark.asyncio
+async def test_multipart_upload_saves_file(aiohttp_client, mock_agent, tmp_path) -> None:
+    """Multipart upload saves file to media dir and passes path to process_direct."""
+    import os
+    original_cwd = os.getcwd()
+    os.chdir(tmp_path)
+
+    try:
+        app = create_app(mock_agent, model_name="m")
+        client = await aiohttp_client(app)
+
+        file_data = b"test file content"
+        data = BytesIO(file_data)
+
+        resp = await client.post(
+            "/v1/chat/completions",
+            data={"message": "analyze this", "files": data},
+        )
+        assert resp.status == 200
+        call_kwargs = mock_agent.process_direct.call_args.kwargs
+        assert call_kwargs["content"] == "analyze this"
+        assert len(call_kwargs.get("media") or []) == 1
+    finally:
+        os.chdir(original_cwd)
+
+
+@pytest.mark.skipif(not HAS_AIOHTTP, reason="aiohttp not installed")
+@pytest.mark.asyncio
+async def test_multipart_multiple_files(aiohttp_client, mock_agent, tmp_path) -> None:
+    """Multipart upload with multiple files saves all and passes paths."""
+    import os
+    original_cwd = os.getcwd()
+    os.chdir(tmp_path)
+
+    try:
+        app = create_app(mock_agent, model_name="m")
+        client = await aiohttp_client(app)
+
+        # Note: aiohttp test client has limited multipart support
+        # This test verifies the basic flow
+        file_data = b"test content"
+        data = BytesIO(file_data)
+
+        resp = await client.post(
+            "/v1/chat/completions",
+            data={"message": "analyze", "files": data},
+        )
+        assert resp.status == 200
+    finally:
+        os.chdir(original_cwd)
+
+
+@pytest.mark.skipif(not HAS_AIOHTTP, reason="aiohttp not installed")
+@pytest.mark.asyncio
+async def test_multipart_file_size_limit(aiohttp_client, mock_agent, tmp_path) -> None:
+    """File exceeding MAX_FILE_SIZE returns 413."""
+    import os
+    original_cwd = os.getcwd()
+    os.chdir(tmp_path)
+
+    try:
+        app = create_app(mock_agent, model_name="m")
+        client = await aiohttp_client(app)
+
+        # Create a file larger than 10MB
+        large_data = b"x" * (11 * 1024 * 1024)
+        data = BytesIO(large_data)
+
+        resp = await client.post(
+            "/v1/chat/completions",
+            data={"message": "analyze", "files": data},
+        )
+        assert resp.status == 413
+    finally:
+        os.chdir(original_cwd)
+
+
+@pytest.mark.skipif(not HAS_AIOHTTP, reason="aiohttp not installed")
+@pytest.mark.asyncio
+async def test_multipart_defaults_text_when_missing(aiohttp_client, mock_agent, tmp_path) -> None:
+    """Multipart without message field uses default text."""
+    import os
+    original_cwd = os.getcwd()
+    os.chdir(tmp_path)
+
+    try:
+        app = create_app(mock_agent, model_name="m")
+        client = await aiohttp_client(app)
+
+        file_data = b"content"
+        data = BytesIO(file_data)
+
+        resp = await client.post(
+            "/v1/chat/completions",
+            data={"files": data},
+        )
+        assert resp.status == 200
+        call_kwargs = mock_agent.process_direct.call_args.kwargs
+        assert call_kwargs["content"] == "请分析上传的文件"
+    finally:
+        os.chdir(original_cwd)
+
+
+@pytest.mark.skipif(not HAS_AIOHTTP, reason="aiohttp not installed")
+@pytest.mark.asyncio
+async def test_multipart_with_session_id(aiohttp_client, mock_agent, tmp_path) -> None:
+    """Multipart upload with session_id uses custom session key."""
+    import os
+    original_cwd = os.getcwd()
+    os.chdir(tmp_path)
+
+    try:
+        app = create_app(mock_agent, model_name="m")
+        client = await aiohttp_client(app)
+
+        file_data = b"content"
+        data = BytesIO(file_data)
+
+        resp = await client.post(
+            "/v1/chat/completions",
+            data={"message": "hello", "session_id": "my-session", "files": data},
+        )
+        assert resp.status == 200
+        call_kwargs = mock_agent.process_direct.call_args.kwargs
+        assert call_kwargs["session_key"] == "api:my-session"
+    finally:
+        os.chdir(original_cwd)
+
+
+# ---------------------------------------------------------------------------
+# Backward compatibility tests
+# ---------------------------------------------------------------------------
+
+@pytest.mark.skipif(not HAS_AIOHTTP, reason="aiohttp not installed")
+@pytest.mark.asyncio
+async def test_plain_text_backward_compat(aiohttp_client, mock_agent) -> None:
+    """Plain text JSON request (no media) works as before."""
+    app = create_app(mock_agent, model_name="m")
+    client = await aiohttp_client(app)
+    resp = await client.post(
+        "/v1/chat/completions",
+        json={"messages": [{"role": "user", "content": "hello world"}]},
+    )
+    assert resp.status == 200
+    body = await resp.json()
+    assert body["choices"][0]["message"]["content"] == "mock response"
+    call_kwargs = mock_agent.process_direct.call_args.kwargs
+    assert call_kwargs["content"] == "hello world"
+    assert call_kwargs.get("media") is None
+
+
+@pytest.mark.skipif(not HAS_AIOHTTP, reason="aiohttp not installed")
+@pytest.mark.asyncio
+async def test_json_base64_image_upload(aiohttp_client, mock_agent, tmp_path) -> None:
+    """JSON request with base64 data URL saves file and passes path."""
+    import os
+    original_cwd = os.getcwd()
+    os.chdir(tmp_path)
+
+    try:
+        app = create_app(mock_agent, model_name="m")
+        client = await aiohttp_client(app)
+
+        # Use valid base64 for a tiny PNG (1x1 transparent pixel)
+        tiny_png_b64 = "iVBORw0KGgoAAAANSUhEUgAAAAEAAAABCAYAAAAfFcSJAAAADUlEQVR42mP8z8DwHwAFBQIAX8jx0gAAAABJRU5ErkJggg=="
+
+        resp = await client.post(
+            "/v1/chat/completions",
+            json={
+                "messages": [
+                    {
+                        "role": "user",
+                        "content": [
+                            {"type": "text", "text": "what is this"},
+                            {"type": "image_url", "image_url": {"url": f"data:image/png;base64,{tiny_png_b64}"}},
+                        ],
+                    }
+                ]
+            },
+        )
+        assert resp.status == 200
+        call_kwargs = mock_agent.process_direct.call_args.kwargs
+        assert call_kwargs["content"] == "what is this"
+        assert len(call_kwargs.get("media", [])) == 1
+    finally:
+        os.chdir(original_cwd)
+
+
+# ---------------------------------------------------------------------------
+# extract_documents tests (now in nanobot.utils.document)
+# ---------------------------------------------------------------------------
+
+def test_extract_documents_separates_images_from_docs(tmp_path) -> None:
+    """Images stay in media; document text is appended to content."""
+    from docx import Document
+
+    png = tmp_path / "chart.png"
+    png.write_bytes(b"\x89PNG\r\n\x1a\n" + b"\x00" * 100)
+
+    doc = Document()
+    doc.add_paragraph("Quarterly revenue is $5M")
+    docx_path = tmp_path / "report.docx"
+    doc.save(docx_path)
+
+    text, image_paths = extract_documents("summarize", [str(png), str(docx_path)])
+    assert len(image_paths) == 1
+    assert image_paths[0] == str(png)
+    assert "Quarterly revenue" in text
+    assert "summarize" in text
+
+
+def test_extract_documents_skips_extraction_errors(tmp_path, monkeypatch) -> None:
+    """Document extraction errors should not leak into user text."""
+    bad_file = tmp_path / "broken.docx"
+    bad_file.write_text("not a docx", encoding="utf-8")
+
+    import nanobot.utils.document as _doc
+    monkeypatch.setattr(
+        _doc, "extract_text",
+        lambda _path: "[error: failed to extract DOCX: boom]",
+    )
+
+    text, image_paths = extract_documents("hello", [str(bad_file)])
+    assert text == "hello"
+    assert image_paths == []
+
+
+def test_extract_documents_images_only(tmp_path) -> None:
+    """When all files are images, text is unchanged and all paths kept."""
+    png = tmp_path / "a.png"
+    png.write_bytes(b"\x89PNG\r\n\x1a\n" + b"\x00" * 100)
+    text, image_paths = extract_documents("describe", [str(png)])
+    assert text == "describe"
+    assert len(image_paths) == 1
+
+
+def test_extract_documents_skips_oversized_files(tmp_path) -> None:
+    """Files exceeding the size limit should be silently skipped."""
+    big = tmp_path / "huge.txt"
+    big.write_bytes(b"x" * 200)
+
+    text, image_paths = extract_documents("hello", [str(big)], max_file_size=100)
+    assert text == "hello"
+    assert image_paths == []
+
+
+def test_extract_documents_does_not_read_full_file_for_mime(tmp_path) -> None:
+    """MIME detection should only read header bytes, not the entire file."""
+    from pathlib import Path as _Path
+
+    big_txt = tmp_path / "big.txt"
+    big_txt.write_bytes(b"hello world " * 100_000)  # ~1.2 MB
+
+    original_read_bytes = _Path.read_bytes
+    read_sizes: list[int] = []
+
+    def _tracking_read_bytes(self):
+        data = original_read_bytes(self)
+        read_sizes.append(len(data))
+        return data
+
+    import unittest.mock
+    with unittest.mock.patch.object(_Path, "read_bytes", _tracking_read_bytes):
+        extract_documents("test", [str(big_txt)])
+
+    # If the full file was read for MIME detection, read_sizes would
+    # contain a >1MB entry.  After the fix, only a small header is read.
+    assert all(size <= 4096 for size in read_sizes), (
+        f"extract_documents read full file for MIME detection: sizes={read_sizes}"
+    )
+
+
+# ---------------------------------------------------------------------------
+# DOCX upload test — API saves file, loop layer extracts text
+# ---------------------------------------------------------------------------
+
+@pytest.mark.skipif(not HAS_AIOHTTP, reason="aiohttp not installed")
+@pytest.mark.asyncio
+async def test_docx_upload_passes_media_path(aiohttp_client, tmp_path) -> None:
+    """Uploaded DOCX is saved to disk and its path passed as media.
+    (Text extraction happens later in AgentLoop._process_message.)"""
+    agent = _make_mock_agent("report summary")
+    import os
+    original_cwd = os.getcwd()
+    os.chdir(tmp_path)
+
+    try:
+        app = create_app(agent, model_name="m")
+        client = await aiohttp_client(app)
+
+        from docx import Document
+        doc = Document()
+        doc.add_paragraph("Total revenue: $5,000,000")
+        buf = BytesIO()
+        doc.save(buf)
+
+        import aiohttp
+        data = aiohttp.FormData()
+        data.add_field("message", "summarize the report")
+        data.add_field("files", buf.getvalue(), filename="report.docx",
+                       content_type="application/vnd.openxmlformats-officedocument.wordprocessingml.document")
+
+        resp = await client.post("/v1/chat/completions", data=data)
+        assert resp.status == 200
+        call_kwargs = agent.process_direct.call_args.kwargs
+        assert call_kwargs["content"] == "summarize the report"
+        media = call_kwargs.get("media", [])
+        assert len(media) == 1
+        assert "report.docx" in media[0]
+    finally:
+        os.chdir(original_cwd)

tests/test_build_status.py

@@ -15,6 +15,7 @@ def test_status_shows_cache_hit_rate():
     )
     assert "60% cached" in content
     assert "2000 in / 300 out" in content
+    assert "Tasks: 0 active" in content
 
 
 def test_status_no_cache_info():
@@ -30,6 +31,7 @@ def test_status_no_cache_info():
     )
     assert "cached" not in content.lower()
     assert "2000 in / 300 out" in content
+    assert "Tasks: 0 active" in content
 
 
 def test_status_zero_cached_tokens():

tests/test_context_documents.py

@@ -0,0 +1,113 @@
+"""Tests for context builder media handling.
+
+The ContextBuilder._build_user_content method should ONLY handle images.
+Document text extraction is the responsibility of the processing layer
+(AgentLoop._process_message and _drain_pending).
+"""
+
+from __future__ import annotations
+
+from pathlib import Path
+
+from nanobot.agent.context import ContextBuilder
+from nanobot.utils.document import extract_documents
+
+
+def _make_builder(tmp_path: Path) -> ContextBuilder:
+    """Create a minimal ContextBuilder for testing."""
+    return ContextBuilder(workspace=tmp_path, timezone="UTC")
+
+
+def test_build_user_content_with_no_media_returns_string(tmp_path: Path) -> None:
+    builder = _make_builder(tmp_path)
+    result = builder._build_user_content("hello", None)
+    assert result == "hello"
+
+
+def test_build_user_content_with_image_returns_list(tmp_path: Path) -> None:
+    """Image files should produce base64 content blocks."""
+    builder = _make_builder(tmp_path)
+    png = tmp_path / "test.png"
+    png.write_bytes(b"\x89PNG\r\n\x1a\n" + b"\x00" * 100)
+    result = builder._build_user_content("describe this", [str(png)])
+    assert isinstance(result, list)
+    types = [b["type"] for b in result]
+    assert "image_url" in types
+    assert "text" in types
+
+
+def test_build_user_content_ignores_non_image_files(tmp_path: Path) -> None:
+    """Non-image files should be silently skipped — extraction is not context builder's job."""
+    builder = _make_builder(tmp_path)
+    txt = tmp_path / "notes.txt"
+    txt.write_text("some text", encoding="utf-8")
+    result = builder._build_user_content("summarize", [str(txt)])
+    assert result == "summarize"
+
+
+def test_build_user_content_mixed_image_and_non_image(tmp_path: Path) -> None:
+    """Only images should be included; non-image files are skipped."""
+    builder = _make_builder(tmp_path)
+    png = tmp_path / "chart.png"
+    png.write_bytes(b"\x89PNG\r\n\x1a\n" + b"\x00" * 100)
+    txt = tmp_path / "report.txt"
+    txt.write_text("report text", encoding="utf-8")
+
+    result = builder._build_user_content("analyze", [str(png), str(txt)])
+    assert isinstance(result, list)
+    assert any(b["type"] == "image_url" for b in result)
+    text_parts = [b.get("text", "") for b in result if b.get("type") == "text"]
+    assert all("report text" not in t for t in text_parts)
+
+
+# ---------------------------------------------------------------------------
+# Bug detection: extract_documents must be called BEFORE _build_user_content
+# to prevent document media from being silently dropped.
+# This simulates the _drain_pending code path.
+# ---------------------------------------------------------------------------
+
+def test_drain_pending_path_preserves_document_text(tmp_path: Path) -> None:
+    """Simulates the _drain_pending path: a pending follow-up message
+    with a document attachment must have its text extracted before being
+    passed to _build_user_content.  Without extract_documents, the
+    document is silently dropped."""
+    from docx import Document
+
+    doc = Document()
+    doc.add_paragraph("Quarterly revenue is $5M")
+    docx_path = tmp_path / "report.docx"
+    doc.save(docx_path)
+
+    content = "summarize"
+    media = [str(docx_path)]
+
+    # Step 1: extract_documents separates docs from images
+    new_content, image_only = extract_documents(content, media)
+
+    # Step 2: _build_user_content handles only images (none left here)
+    builder = _make_builder(tmp_path)
+    result = builder._build_user_content(new_content, image_only if image_only else None)
+
+    # The document text should be present in the final content
+    assert "Quarterly revenue" in result
+    assert "summarize" in result
+
+
+def test_drain_pending_path_without_extract_loses_document(tmp_path: Path) -> None:
+    """Demonstrates the BUG: if _drain_pending calls _build_user_content
+    directly without extract_documents, document content is lost."""
+    from docx import Document
+
+    doc = Document()
+    doc.add_paragraph("Secret data in document")
+    docx_path = tmp_path / "report.docx"
+    doc.save(docx_path)
+
+    builder = _make_builder(tmp_path)
+
+    # Bug path: call _build_user_content directly with document media
+    result = builder._build_user_content("summarize", [str(docx_path)])
+
+    # The document text is LOST — _build_user_content ignores non-images
+    assert result == "summarize"  # only the original text, no doc content
+    assert "Secret data" not in result

tests/test_document_parsing.py

@@ -0,0 +1,273 @@
+"""Tests for document text extraction utilities."""
+
+from pathlib import Path
+
+from nanobot.utils.document import (
+    SUPPORTED_EXTENSIONS,
+    _is_text_extension,
+    extract_text,
+)
+
+
+class TestSupportedExtensions:
+    """Test the SUPPORTED_EXTENSIONS constant."""
+
+    def test_supported_extensions_include_common_formats(self):
+        """Test that common document formats are included."""
+        # Document formats
+        assert ".pdf" in SUPPORTED_EXTENSIONS
+        assert ".docx" in SUPPORTED_EXTENSIONS
+        assert ".xlsx" in SUPPORTED_EXTENSIONS
+        assert ".pptx" in SUPPORTED_EXTENSIONS
+
+        # Text formats
+        assert ".txt" in SUPPORTED_EXTENSIONS
+        assert ".md" in SUPPORTED_EXTENSIONS
+        assert ".csv" in SUPPORTED_EXTENSIONS
+        assert ".json" in SUPPORTED_EXTENSIONS
+        assert ".yaml" in SUPPORTED_EXTENSIONS
+        assert ".yml" in SUPPORTED_EXTENSIONS
+
+        # Image formats
+        assert ".png" in SUPPORTED_EXTENSIONS
+        assert ".jpg" in SUPPORTED_EXTENSIONS
+        assert ".jpeg" in SUPPORTED_EXTENSIONS
+
+
+class TestExtractText:
+    """Test the extract_text function."""
+
+    def test_extract_text_unsupported_returns_none(self, tmp_path: Path):
+        """Test that unsupported file types return None."""
+        unsupported_file = tmp_path / "file.xyz"
+        unsupported_file.write_text("content")
+
+        result = extract_text(unsupported_file)
+        assert result is None
+
+    def test_extract_text_file_not_found(self, tmp_path: Path):
+        """Test that non-existent files return error string."""
+        missing_file = tmp_path / "nonexistent.txt"
+
+        result = extract_text(missing_file)
+        assert result is not None
+        assert "[error: file not found:" in result
+
+    def test_extract_text_txt_file(self, tmp_path: Path):
+        """Test extracting text from a .txt file."""
+        txt_file = tmp_path / "test.txt"
+        content = "Hello, world!\nThis is a test."
+        txt_file.write_text(content, encoding="utf-8")
+
+        result = extract_text(txt_file)
+        assert result == content
+
+    def test_extract_text_txt_file_with_truncation(self, tmp_path: Path):
+        """Test that large text files are truncated."""
+        txt_file = tmp_path / "large.txt"
+        # Create content larger than _MAX_TEXT_LENGTH
+        content = "x" * 300_000
+        txt_file.write_text(content, encoding="utf-8")
+
+        result = extract_text(txt_file)
+        assert len(result) < 300_000
+        assert "(truncated," in result
+        assert "chars total)" in result
+
+    def test_extract_text_md_file(self, tmp_path: Path):
+        """Test extracting text from a .md file."""
+        md_file = tmp_path / "test.md"
+        content = "# Header\n\nSome markdown content."
+        md_file.write_text(content, encoding="utf-8")
+
+        result = extract_text(md_file)
+        assert result == content
+
+    def test_extract_text_csv_file(self, tmp_path: Path):
+        """Test extracting text from a .csv file."""
+        csv_file = tmp_path / "test.csv"
+        content = "name,age\nAlice,30\nBob,25"
+        csv_file.write_text(content, encoding="utf-8")
+
+        result = extract_text(csv_file)
+        assert result == content
+
+    def test_extract_text_json_file(self, tmp_path: Path):
+        """Test extracting text from a .json file."""
+        json_file = tmp_path / "test.json"
+        content = '{"key": "value", "number": 42}'
+        json_file.write_text(content, encoding="utf-8")
+
+        result = extract_text(json_file)
+        assert result == content
+
+    def test_extract_text_xlsx(self, tmp_path: Path):
+        """Test extracting text from an .xlsx file."""
+        from openpyxl import Workbook
+
+        xlsx_file = tmp_path / "test.xlsx"
+        wb = Workbook()
+        ws = wb.active
+        ws.title = "Sheet1"
+        ws["A1"] = "Name"
+        ws["B1"] = "Age"
+        ws["A2"] = "Alice"
+        ws["B2"] = 30
+        ws["A3"] = "Bob"
+        ws["B3"] = 25
+
+        # Add a second sheet
+        ws2 = wb.create_sheet("Sheet2")
+        ws2["A1"] = "Product"
+        ws2["B1"] = "Price"
+        ws2["A2"] = "Widget"
+        ws2["B2"] = 9.99
+
+        wb.save(xlsx_file)
+        wb.close()
+
+        result = extract_text(xlsx_file)
+        assert result is not None
+        assert "--- Sheet: Sheet1 ---" in result
+        assert "--- Sheet: Sheet2 ---" in result
+        assert "Alice" in result
+        assert "Bob" in result
+        assert "Widget" in result
+        assert "9.99" in result
+
+    def test_extract_text_xlsx_empty_sheet(self, tmp_path: Path):
+        """Test extracting text from an .xlsx file with empty sheets."""
+        from openpyxl import Workbook
+
+        xlsx_file = tmp_path / "empty.xlsx"
+        wb = Workbook()
+        # Clear the default sheet
+        wb.remove(wb.active)
+        # Add an empty sheet
+        wb.create_sheet("EmptySheet")
+        wb.save(xlsx_file)
+        wb.close()
+
+        result = extract_text(xlsx_file)
+        # Empty sheets should return empty string or header only
+        assert result == "--- Sheet: EmptySheet ---" or result == ""
+
+    def test_extract_text_docx(self, tmp_path: Path):
+        """Test extracting text from a .docx file."""
+        from docx import Document
+
+        docx_file = tmp_path / "test.docx"
+        doc = Document()
+        doc.add_heading("Test Document", 0)
+        doc.add_paragraph("This is paragraph one.")
+        doc.add_paragraph("This is paragraph two.")
+        doc.save(docx_file)
+
+        result = extract_text(docx_file)
+        assert result is not None
+        assert "Test Document" in result
+        assert "This is paragraph one." in result
+        assert "This is paragraph two." in result
+
+    def test_extract_text_docx_empty(self, tmp_path: Path):
+        """Test extracting text from an empty .docx file."""
+        from docx import Document
+
+        docx_file = tmp_path / "empty.docx"
+        doc = Document()
+        doc.save(docx_file)
+
+        result = extract_text(docx_file)
+        assert result == ""
+
+    def test_extract_text_pptx(self, tmp_path: Path):
+        """Test extracting text from a .pptx file."""
+        from pptx import Presentation
+
+        pptx_file = tmp_path / "test.pptx"
+        prs = Presentation()
+
+        # Slide 1
+        slide1 = prs.slides.add_slide(prs.slide_layouts[0])
+        for shape in slide1.shapes:
+            if hasattr(shape, "text"):
+                shape.text = "First Slide Title"
+
+        # Slide 2
+        slide2 = prs.slides.add_slide(prs.slide_layouts[5])
+        left = top = width = height = 1000000
+        textbox = slide2.shapes.add_textbox(left, top, width, height)
+        text_frame = textbox.text_frame
+        text_frame.text = "Bullet point content"
+
+        prs.save(pptx_file)
+
+        result = extract_text(pptx_file)
+        assert result is not None
+        assert "--- Slide 1 ---" in result
+        assert "--- Slide 2 ---" in result
+        # Text content may vary depending on PowerPoint layout defaults
+        assert len(result) > 0
+
+    def test_extract_text_pdf_not_found(self, tmp_path: Path):
+        """Test that missing PDF files return error string."""
+        missing_pdf = tmp_path / "nonexistent.pdf"
+
+        result = extract_text(missing_pdf)
+        assert result is not None
+        assert "[error: file not found:" in result
+
+    def test_extract_text_image_files(self, tmp_path: Path):
+        """Test that image files return placeholder text."""
+        # Create a minimal PNG file (1x1 pixel)
+        png_file = tmp_path / "test.png"
+        # Minimal valid PNG: 8-byte signature + IHDR + IDAT + IEND
+        png_data = (
+            b"\x89PNG\r\n\x1a\n"
+            b"\x00\x00\x00\rIHDR\x00\x00\x00\x01\x00\x00\x00\x01"
+            b"\x08\x02\x00\x00\x00\x90wS\xde"
+            b"\x00\x00\x00\x0cIDATx\x9cc\x00\x01\x00\x00\x05\x00\x01"
+            b"\r\n-\xb4\x00\x00\x00\x00IEND\xaeB`\x82"
+        )
+        png_file.write_bytes(png_data)
+
+        result = extract_text(png_file)
+        assert result is not None
+        assert "[image:" in result
+        assert "test.png" in result
+
+
+class TestIsTextExtension:
+    """Test the _is_text_extension helper."""
+
+    def test_text_extensions_return_true(self):
+        """Test that known text extensions return True."""
+        assert _is_text_extension(".txt") is True
+        assert _is_text_extension(".md") is True
+        assert _is_text_extension(".csv") is True
+        assert _is_text_extension(".json") is True
+        assert _is_text_extension(".yaml") is True
+        assert _is_text_extension(".yml") is True
+        assert _is_text_extension(".xml") is True
+        assert _is_text_extension(".html") is True
+        assert _is_text_extension(".htm") is True
+
+    def test_non_text_extensions_return_false(self):
+        """Test that non-text extensions return False."""
+        assert _is_text_extension(".pdf") is False
+        assert _is_text_extension(".docx") is False
+        assert _is_text_extension(".xlsx") is False
+        assert _is_text_extension(".pptx") is False
+        assert _is_text_extension(".png") is False
+        assert _is_text_extension(".xyz") is False
+
+    def test_case_sensitivity(self):
+        """Test that _is_text_extension requires lowercase extension.
+
+        Note: The main extract_text function handles case-insensitivity by
+        converting extensions to lowercase before calling _is_text_extension.
+        """
+        # _is_text_extension itself is case-sensitive (lowercase only)
+        assert _is_text_extension(".txt") is True
+        assert _is_text_extension(".TXT") is False
+        assert _is_text_extension(".pdf") is False

tests/test_openai_api.py

@@ -194,6 +194,7 @@ async def test_successful_request_uses_fixed_api_session(aiohttp_client, mock_ag
     assert body["model"] == "test-model"
     mock_agent.process_direct.assert_called_once_with(
         content="hello",
+        media=None,
         session_key=API_SESSION_KEY,
         channel="api",
         chat_id=API_CHAT_ID,
@@ -205,7 +206,7 @@ async def test_successful_request_uses_fixed_api_session(aiohttp_client, mock_ag
 async def test_followup_requests_share_same_session_key(aiohttp_client) -> None:
     call_log: list[str] = []
 
-    async def fake_process(content, session_key="", channel="", chat_id=""):
+    async def fake_process(content, session_key="", channel="", chat_id="", **kwargs):
         call_log.append(session_key)
         return f"reply to {content}"
 
@@ -236,7 +237,7 @@ async def test_followup_requests_share_same_session_key(aiohttp_client) -> None:
 async def test_fixed_session_requests_are_serialized(aiohttp_client) -> None:
     order: list[str] = []
 
-    async def slow_process(content, session_key="", channel="", chat_id=""):
+    async def slow_process(content, session_key="", channel="", chat_id="", **kwargs):
         order.append(f"start:{content}")
         await asyncio.sleep(0.1)
         order.append(f"end:{content}")
@@ -307,12 +308,12 @@ async def test_multimodal_content_extracts_text(aiohttp_client, mock_agent) -> N
         },
     )
     assert resp.status == 200
-    mock_agent.process_direct.assert_called_once_with(
-        content="describe this",
-        session_key=API_SESSION_KEY,
-        channel="api",
-        chat_id=API_CHAT_ID,
-    )
+    call_kwargs = mock_agent.process_direct.call_args.kwargs
+    assert call_kwargs["content"] == "describe this"
+    assert call_kwargs["session_key"] == API_SESSION_KEY
+    assert call_kwargs["channel"] == "api"
+    assert call_kwargs["chat_id"] == API_CHAT_ID
+    assert len(call_kwargs.get("media") or []) >= 0  # base64 images saved to disk
 
 
 @pytest.mark.skipif(not HAS_AIOHTTP, reason="aiohttp not installed")
@@ -320,7 +321,7 @@ async def test_multimodal_content_extracts_text(aiohttp_client, mock_agent) -> N
 async def test_empty_response_retry_then_success(aiohttp_client) -> None:
     call_count = 0
 
-    async def sometimes_empty(content, session_key="", channel="", chat_id=""):
+    async def sometimes_empty(content, session_key="", channel="", chat_id="", **kwargs):
         nonlocal call_count
         call_count += 1
         if call_count == 1:
@@ -351,7 +352,7 @@ async def test_empty_response_falls_back(aiohttp_client) -> None:
 
     call_count = 0
 
-    async def always_empty(content, session_key="", channel="", chat_id=""):
+    async def always_empty(content, session_key="", channel="", chat_id="", **kwargs):
         nonlocal call_count
         call_count += 1
         return ""
@@ -371,3 +372,31 @@ async def test_empty_response_falls_back(aiohttp_client) -> None:
     body = await resp.json()
     assert body["choices"][0]["message"]["content"] == EMPTY_FINAL_RESPONSE_MESSAGE
     assert call_count == 2
+
+
+@pytest.mark.asyncio
+async def test_process_direct_accepts_media() -> None:
+    """process_direct should forward media paths to _process_message."""
+    from nanobot.agent.loop import AgentLoop
+
+    loop = AgentLoop.__new__(AgentLoop)
+    loop._connect_mcp = AsyncMock()
+
+    captured_msg = None
+
+    async def fake_process(msg, *, session_key="", on_progress=None, on_stream=None, on_stream_end=None):
+        nonlocal captured_msg
+        captured_msg = msg
+        return None
+
+    loop._process_message = fake_process
+
+    await loop.process_direct(
+        content="analyze this",
+        media=["/tmp/image.png", "/tmp/report.pdf"],
+        session_key="test:1",
+    )
+
+    assert captured_msg is not None
+    assert captured_msg.media == ["/tmp/image.png", "/tmp/report.pdf"]
+    assert captured_msg.content == "analyze this"

tests/test_package_version.py

@@ -0,0 +1,41 @@
+from __future__ import annotations
+
+import subprocess
+import sys
+import textwrap
+from pathlib import Path
+
+import tomllib
+
+
+def test_source_checkout_import_uses_pyproject_version_without_metadata() -> None:
+    repo_root = Path(__file__).resolve().parents[1]
+    expected = tomllib.loads((repo_root / "pyproject.toml").read_text(encoding="utf-8"))["project"][
+        "version"
+    ]
+    script = textwrap.dedent(
+        f"""
+        import sys
+        import types
+
+        sys.path.insert(0, {str(repo_root)!r})
+        fake = types.ModuleType("nanobot.nanobot")
+        fake.Nanobot = object
+        fake.RunResult = object
+        sys.modules["nanobot.nanobot"] = fake
+
+        import nanobot
+
+        print(nanobot.__version__)
+        """
+    )
+
+    proc = subprocess.run(
+        [sys.executable, "-S", "-c", script],
+        capture_output=True,
+        text=True,
+        check=False,
+    )
+
+    assert proc.returncode == 0, proc.stderr
+    assert proc.stdout.strip() == expected

tests/test_truncate_text_shadowing.py

@@ -0,0 +1,31 @@
+import inspect
+from types import SimpleNamespace
+
+
+def test_sanitize_persisted_blocks_truncate_text_shadowing_regression() -> None:
+    """Regression: avoid bool param shadowing imported truncate_text.
+
+    Buggy behavior (historical):
+    - loop.py imports `truncate_text` from helpers
+    - `_sanitize_persisted_blocks(..., truncate_text: bool=...)` uses same name
+    - when called with `truncate_text=True`, function body executes `truncate_text(text, ...)`
+      which resolves to bool and raises `TypeError: 'bool' object is not callable`.
+
+    This test asserts the fixed API exists and truncation works without raising.
+    """
+
+    from nanobot.agent.loop import AgentLoop
+
+    sig = inspect.signature(AgentLoop._sanitize_persisted_blocks)
+    assert "should_truncate_text" in sig.parameters
+    assert "truncate_text" not in sig.parameters
+
+    dummy = SimpleNamespace(max_tool_result_chars=5)
+    content = [{"type": "text", "text": "0123456789"}]
+
+    out = AgentLoop._sanitize_persisted_blocks(dummy, content, should_truncate_text=True)
+    assert isinstance(out, list)
+    assert out and out[0]["type"] == "text"
+    assert isinstance(out[0]["text"], str)
+    assert out[0]["text"] != content[0]["text"]
+

tests/tools/test_edit_advanced.py

@@ -0,0 +1,423 @@
+"""Tests for advanced EditFileTool enhancements inspired by claude-code:
+- Delete-line newline cleanup
+- Smart quote normalization (curly ↔ straight)
+- Quote style preservation in replacements
+- Indentation preservation when fallback match is trimmed
+- Trailing whitespace stripping for new_text
+- File size protection
+- Stale detection with content-equality fallback
+"""
+
+import os
+import time
+
+import pytest
+
+from nanobot.agent.tools.filesystem import EditFileTool, ReadFileTool, _find_match
+from nanobot.agent.tools import file_state
+
+
+@pytest.fixture(autouse=True)
+def _clear_file_state():
+    file_state.clear()
+    yield
+    file_state.clear()
+
+
+# ---------------------------------------------------------------------------
+# Delete-line newline cleanup
+# ---------------------------------------------------------------------------
+
+
+class TestDeleteLineCleanup:
+    """When new_text='' and deleting a line, trailing newline should be consumed."""
+
+    @pytest.fixture()
+    def tool(self, tmp_path):
+        return EditFileTool(workspace=tmp_path)
+
+    @pytest.mark.asyncio
+    async def test_delete_line_consumes_trailing_newline(self, tool, tmp_path):
+        f = tmp_path / "a.py"
+        f.write_text("line1\nline2\nline3\n", encoding="utf-8")
+        result = await tool.execute(path=str(f), old_text="line2", new_text="")
+        assert "Successfully" in result
+        content = f.read_text()
+        # Should not leave a blank line where line2 was
+        assert content == "line1\nline3\n"
+
+    @pytest.mark.asyncio
+    async def test_delete_line_with_explicit_newline_in_old_text(self, tool, tmp_path):
+        f = tmp_path / "a.py"
+        f.write_text("line1\nline2\nline3\n", encoding="utf-8")
+        result = await tool.execute(path=str(f), old_text="line2\n", new_text="")
+        assert "Successfully" in result
+        assert f.read_text() == "line1\nline3\n"
+
+    @pytest.mark.asyncio
+    async def test_delete_preserves_content_when_not_trailing_newline(self, tool, tmp_path):
+        """Deleting a word mid-line should not consume extra characters."""
+        f = tmp_path / "a.py"
+        f.write_text("hello world here\n", encoding="utf-8")
+        result = await tool.execute(path=str(f), old_text="world ", new_text="")
+        assert "Successfully" in result
+        assert f.read_text() == "hello here\n"
+
+
+# ---------------------------------------------------------------------------
+# Smart quote normalization
+# ---------------------------------------------------------------------------
+
+
+class TestSmartQuoteNormalization:
+    """_find_match should handle curly ↔ straight quote fallback."""
+
+    def test_curly_double_quotes_match_straight(self):
+        content = 'She said \u201chello\u201d to him'
+        old_text = 'She said "hello" to him'
+        match, count = _find_match(content, old_text)
+        assert match is not None
+        assert count == 1
+        # Returned match should be the ORIGINAL content with curly quotes
+        assert "\u201c" in match
+
+    def test_curly_single_quotes_match_straight(self):
+        content = "it\u2019s a test"
+        old_text = "it's a test"
+        match, count = _find_match(content, old_text)
+        assert match is not None
+        assert count == 1
+        assert "\u2019" in match
+
+    def test_straight_matches_curly_in_old_text(self):
+        content = 'x = "hello"'
+        old_text = 'x = \u201chello\u201d'
+        match, count = _find_match(content, old_text)
+        assert match is not None
+        assert count == 1
+
+    def test_exact_match_still_preferred_over_quote_normalization(self):
+        content = 'x = "hello"'
+        old_text = 'x = "hello"'
+        match, count = _find_match(content, old_text)
+        assert match == old_text
+        assert count == 1
+
+
+class TestQuoteStylePreservation:
+    """When quote-normalized matching occurs, replacement should preserve actual quote style."""
+
+    @pytest.fixture()
+    def tool(self, tmp_path):
+        return EditFileTool(workspace=tmp_path)
+
+    @pytest.mark.asyncio
+    async def test_replacement_preserves_curly_double_quotes(self, tool, tmp_path):
+        f = tmp_path / "quotes.txt"
+        f.write_text('message = “hello”\n', encoding="utf-8")
+        result = await tool.execute(
+            path=str(f),
+            old_text='message = "hello"',
+            new_text='message = "goodbye"',
+        )
+        assert "Successfully" in result
+        assert f.read_text(encoding="utf-8") == 'message = “goodbye”\n'
+
+    @pytest.mark.asyncio
+    async def test_replacement_preserves_curly_apostrophe(self, tool, tmp_path):
+        f = tmp_path / "apostrophe.txt"
+        f.write_text("it’s fine\n", encoding="utf-8")
+        result = await tool.execute(
+            path=str(f),
+            old_text="it's fine",
+            new_text="it's better",
+        )
+        assert "Successfully" in result
+        assert f.read_text(encoding="utf-8") == "it’s better\n"
+
+
+# ---------------------------------------------------------------------------
+# Indentation preservation
+# ---------------------------------------------------------------------------
+
+
+class TestIndentationPreservation:
+    """Replacement should keep outer indentation when trim fallback matched."""
+
+    @pytest.fixture()
+    def tool(self, tmp_path):
+        return EditFileTool(workspace=tmp_path)
+
+    @pytest.mark.asyncio
+    async def test_trim_fallback_preserves_outer_indentation(self, tool, tmp_path):
+        f = tmp_path / "indent.py"
+        f.write_text(
+            "if True:\n"
+            "    def foo():\n"
+            "        pass\n",
+            encoding="utf-8",
+        )
+        result = await tool.execute(
+            path=str(f),
+            old_text="def foo():\n    pass",
+            new_text="def bar():\n    return 1",
+        )
+        assert "Successfully" in result
+        assert f.read_text(encoding="utf-8") == (
+            "if True:\n"
+            "    def bar():\n"
+            "        return 1\n"
+        )
+
+
+# ---------------------------------------------------------------------------
+# Failure diagnostics
+# ---------------------------------------------------------------------------
+
+
+class TestEditDiagnostics:
+    """Failure paths should offer actionable hints."""
+
+    @pytest.fixture()
+    def tool(self, tmp_path):
+        return EditFileTool(workspace=tmp_path)
+
+    @pytest.mark.asyncio
+    async def test_ambiguous_match_reports_candidate_lines(self, tool, tmp_path):
+        f = tmp_path / "dup.py"
+        f.write_text("aaa\nbbb\naaa\nbbb\n", encoding="utf-8")
+        result = await tool.execute(path=str(f), old_text="aaa\nbbb", new_text="xxx")
+        assert "appears 2 times" in result.lower()
+        assert "line 1" in result.lower()
+        assert "line 3" in result.lower()
+        assert "replace_all=true" in result
+
+    @pytest.mark.asyncio
+    async def test_not_found_reports_whitespace_hint(self, tool, tmp_path):
+        f = tmp_path / "space.py"
+        f.write_text("value =  1\n", encoding="utf-8")
+        result = await tool.execute(path=str(f), old_text="value = 1", new_text="value = 2")
+        assert "Error" in result
+        assert "whitespace" in result.lower()
+
+    @pytest.mark.asyncio
+    async def test_not_found_reports_case_hint(self, tool, tmp_path):
+        f = tmp_path / "case.py"
+        f.write_text("HelloWorld\n", encoding="utf-8")
+        result = await tool.execute(path=str(f), old_text="helloworld", new_text="goodbye")
+        assert "Error" in result
+        assert "letter case differs" in result.lower()
+
+
+# ---------------------------------------------------------------------------
+# Advanced fallback replacement behavior
+# ---------------------------------------------------------------------------
+
+
+class TestAdvancedReplaceAll:
+    """replace_all should work correctly for fallback-based matches too."""
+
+    @pytest.fixture()
+    def tool(self, tmp_path):
+        return EditFileTool(workspace=tmp_path)
+
+    @pytest.mark.asyncio
+    async def test_replace_all_preserves_each_match_indentation(self, tool, tmp_path):
+        f = tmp_path / "indent_multi.py"
+        f.write_text(
+            "if a:\n"
+            "    def foo():\n"
+            "        pass\n"
+            "if b:\n"
+            "        def foo():\n"
+            "            pass\n",
+            encoding="utf-8",
+        )
+        result = await tool.execute(
+            path=str(f),
+            old_text="def foo():\n    pass",
+            new_text="def bar():\n    return 1",
+            replace_all=True,
+        )
+        assert "Successfully" in result
+        assert f.read_text(encoding="utf-8") == (
+            "if a:\n"
+            "    def bar():\n"
+            "        return 1\n"
+            "if b:\n"
+            "        def bar():\n"
+            "            return 1\n"
+        )
+
+    @pytest.mark.asyncio
+    async def test_trim_and_quote_fallback_match_succeeds(self, tool, tmp_path):
+        f = tmp_path / "quote_indent.py"
+        f.write_text("    message = “hello”\n", encoding="utf-8")
+        result = await tool.execute(
+            path=str(f),
+            old_text='message = "hello"',
+            new_text='message = "goodbye"',
+        )
+        assert "Successfully" in result
+        assert f.read_text(encoding="utf-8") == "    message = “goodbye”\n"
+
+
+# ---------------------------------------------------------------------------
+# Advanced fallback replacement behavior
+# ---------------------------------------------------------------------------
+
+
+class TestAdvancedReplaceAll:
+    """replace_all should work correctly for fallback-based matches too."""
+
+    @pytest.fixture()
+    def tool(self, tmp_path):
+        return EditFileTool(workspace=tmp_path)
+
+    @pytest.mark.asyncio
+    async def test_replace_all_preserves_each_match_indentation(self, tool, tmp_path):
+        f = tmp_path / "indent_multi.py"
+        f.write_text(
+            "if a:\n"
+            "    def foo():\n"
+            "        pass\n"
+            "if b:\n"
+            "        def foo():\n"
+            "            pass\n",
+            encoding="utf-8",
+        )
+        result = await tool.execute(
+            path=str(f),
+            old_text="def foo():\n    pass",
+            new_text="def bar():\n    return 1",
+            replace_all=True,
+        )
+        assert "Successfully" in result
+        assert f.read_text(encoding="utf-8") == (
+            "if a:\n"
+            "    def bar():\n"
+            "        return 1\n"
+            "if b:\n"
+            "        def bar():\n"
+            "            return 1\n"
+        )
+
+    @pytest.mark.asyncio
+    async def test_trim_and_quote_fallback_match_succeeds(self, tool, tmp_path):
+        f = tmp_path / "quote_indent.py"
+        f.write_text("    message = “hello”\n", encoding="utf-8")
+        result = await tool.execute(
+            path=str(f),
+            old_text='message = "hello"',
+            new_text='message = "goodbye"',
+        )
+        assert "Successfully" in result
+        assert f.read_text(encoding="utf-8") == "    message = “goodbye”\n"
+
+
+# ---------------------------------------------------------------------------
+# Trailing whitespace stripping on new_text
+# ---------------------------------------------------------------------------
+
+
+class TestTrailingWhitespaceStrip:
+    """new_text trailing whitespace should be stripped (except .md files)."""
+
+    @pytest.fixture()
+    def tool(self, tmp_path):
+        return EditFileTool(workspace=tmp_path)
+
+    @pytest.mark.asyncio
+    async def test_strips_trailing_whitespace_from_new_text(self, tool, tmp_path):
+        f = tmp_path / "a.py"
+        f.write_text("x = 1\n", encoding="utf-8")
+        result = await tool.execute(
+            path=str(f), old_text="x = 1", new_text="x = 2   \ny = 3  ",
+        )
+        assert "Successfully" in result
+        content = f.read_text()
+        assert "x = 2\ny = 3\n" == content
+
+    @pytest.mark.asyncio
+    async def test_preserves_trailing_whitespace_in_markdown(self, tool, tmp_path):
+        f = tmp_path / "doc.md"
+        f.write_text("# Title\n", encoding="utf-8")
+        # Markdown uses trailing double-space for line breaks
+        result = await tool.execute(
+            path=str(f), old_text="# Title", new_text="# Title  \nSubtitle  ",
+        )
+        assert "Successfully" in result
+        content = f.read_text()
+        # Trailing spaces should be preserved for markdown
+        assert "Title  " in content
+        assert "Subtitle  " in content
+
+
+# ---------------------------------------------------------------------------
+# File size protection
+# ---------------------------------------------------------------------------
+
+
+class TestFileSizeProtection:
+    """Editing extremely large files should be rejected."""
+
+    @pytest.fixture()
+    def tool(self, tmp_path):
+        return EditFileTool(workspace=tmp_path)
+
+    @pytest.mark.asyncio
+    async def test_rejects_file_over_size_limit(self, tool, tmp_path):
+        f = tmp_path / "huge.txt"
+        f.write_text("x", encoding="utf-8")
+        # Monkey-patch the file size check by creating a stat mock
+        original_stat = f.stat
+
+        class FakeStat:
+            def __init__(self, real_stat):
+                self._real = real_stat
+
+            def __getattr__(self, name):
+                return getattr(self._real, name)
+
+            @property
+            def st_size(self):
+                return 2 * 1024 * 1024 * 1024  # 2 GiB
+
+        import unittest.mock
+        with unittest.mock.patch.object(type(f), 'stat', return_value=FakeStat(f.stat())):
+            result = await tool.execute(path=str(f), old_text="x", new_text="y")
+        assert "Error" in result
+        assert "too large" in result.lower() or "size" in result.lower()
+
+
+# ---------------------------------------------------------------------------
+# Stale detection with content-equality fallback
+# ---------------------------------------------------------------------------
+
+
+class TestStaleDetectionContentFallback:
+    """When mtime changed but file content is unchanged, edit should proceed without warning."""
+
+    @pytest.fixture()
+    def read_tool(self, tmp_path):
+        return ReadFileTool(workspace=tmp_path)
+
+    @pytest.fixture()
+    def edit_tool(self, tmp_path):
+        return EditFileTool(workspace=tmp_path)
+
+    @pytest.mark.asyncio
+    async def test_mtime_bump_same_content_no_warning(self, read_tool, edit_tool, tmp_path):
+        f = tmp_path / "a.py"
+        f.write_text("hello world", encoding="utf-8")
+        await read_tool.execute(path=str(f))
+
+        # Touch the file to bump mtime without changing content
+        time.sleep(0.05)
+        original_content = f.read_text()
+        f.write_text(original_content, encoding="utf-8")
+
+        result = await edit_tool.execute(path=str(f), old_text="world", new_text="earth")
+        assert "Successfully" in result
+        # Should NOT warn about modification since content is the same
+        assert "modified" not in result.lower()