diff --git a/nanobot/agent/tools/shell.py b/nanobot/agent/tools/shell.py
index d6d4dc8a6..d1ad36359 100644
--- a/nanobot/agent/tools/shell.py
+++ b/nanobot/agent/tools/shell.py
@@ -413,9 +413,12 @@ class ExecTool(Tool):
 
     @staticmethod
     def _extract_absolute_paths(command: str) -> list[str]:
-        # Windows: match drive-root paths like `C:\` as well as `C:\path\to\file`
+        # Windows: match drive-root paths like `C:\` as well as `C:\path\to\file`, and UNC paths like `\\server\share`
         # NOTE: `*` is required so `C:\` (nothing after the slash) is still extracted.
-        win_paths = re.findall(r"[A-Za-z]:\\[^\s\"'|><;]*", command)
+        win_paths = re.findall(
+            r"(?:[A-Za-z]:[^\s\"'|><;]*|\\\\[^\s\"'|><;]+(?:\\[^\s\"'|><;]+)*)",
+            command
+        )
         posix_paths = re.findall(r"(?:^|[\s|>'\"])(/[^\s\"'>;|<]+)", command) # POSIX: /absolute only
         home_paths = re.findall(r"(?:^|[\s>'\"])(~[^\s\"'>;|<]*)", command) # POSIX/Windows home shortcut: ~
         return win_paths + posix_paths + home_paths
diff --git a/tests/tools/test_exec_platform.py b/tests/tools/test_exec_platform.py
index 7fee76e22..301df4a7a 100644
--- a/tests/tools/test_exec_platform.py
+++ b/tests/tools/test_exec_platform.py
@@ -286,3 +286,62 @@ class TestExecuteEndToEnd:
 
         assert "hello world" in result
         assert "Exit code: 0" in result
+
+
+# ---------------------------------------------------------------------------
+# _extract_absolute_paths - UNC path support
+# ---------------------------------------------------------------------------
+
+class TestExtractAbsolutePaths:
+    """Tests for Windows UNC path extraction in shell commands."""
+
+    def test_windows_drive_path(self):
+        """Test extraction of standard Windows drive paths."""
+        cmd = r"dir C:\Users\Public"
+        paths = ExecTool._extract_absolute_paths(cmd)
+        assert r"C:\Users\Public" in paths
+
+    def test_windows_drive_path_root(self):
+        """Test extraction of Windows drive root paths."""
+        cmd = r"dir C:\temp"
+        paths = ExecTool._extract_absolute_paths(cmd)
+        assert any("C:\\" in p for p in paths)
+
+    def test_unc_path_simple(self):
+        """Test extraction of simple UNC paths."""
+        cmd = r"dir \\server\share"
+        paths = ExecTool._extract_absolute_paths(cmd)
+        assert r"\\server\share" in paths
+
+    def test_unc_path_with_subdirs(self):
+        """Test extraction of UNC paths with subdirectories."""
+        cmd = r"copy \\server\share\folder\file.txt D:\backup"
+        paths = ExecTool._extract_absolute_paths(cmd)
+        assert r"\\server\share\folder\file.txt" in paths
+        assert r"D:\backup" in paths
+
+    def test_unc_path_in_quotes(self):
+        """Test extraction of UNC paths enclosed in quotes."""
+        cmd = r'type "\\server\share\docs\readme.txt"'
+        paths = ExecTool._extract_absolute_paths(cmd)
+        assert r"\\server\share\docs\readme.txt" in paths
+
+    def test_mixed_paths(self):
+        """Test extraction of mixed UNC, drive, and POSIX paths."""
+        cmd = r'copy \\server\data\file.txt C:\local\temp && ls /tmp'
+        paths = ExecTool._extract_absolute_paths(cmd)
+        assert r"\\server\data\file.txt" in paths
+        assert any("C:\\" in p for p in paths)
+        assert "/tmp" in paths
+
+    def test_home_path(self):
+        """Test extraction of home directory shortcuts."""
+        cmd = "cat ~/config.txt"
+        paths = ExecTool._extract_absolute_paths(cmd)
+        assert "~/config.txt" in paths
+
+    def test_no_paths(self):
+        """Test command with no absolute paths."""
+        cmd = "echo hello"
+        paths = ExecTool._extract_absolute_paths(cmd)
+        assert paths == []