diff --git a/.gitignore b/.gitignore
index 854d55b..c41c1bb 100644
--- a/.gitignore
+++ b/.gitignore
@@ -165,7 +165,11 @@ cython_debug/
 #  be found at https://github.com/github/gitignore/blob/main/Global/JetBrains.gitignore
 #  and can be added to the global gitignore or merged into this file.  For a more nuclear
 #  option (not recommended) you can uncomment the following to ignore the entire idea folder.
-#.idea/
+.idea/
+
+.vscode/
+
+.claude/
 
 # Ruff stuff:
 .ruff_cache/
diff --git a/samples/mcp-math-server/bindings.json b/samples/mcp-math-server/bindings.json
new file mode 100644
index 0000000..5dd5a0f
--- /dev/null
+++ b/samples/mcp-math-server/bindings.json
@@ -0,0 +1,4 @@
+{
+    "version": "2.0",
+    "resources": []
+}
\ No newline at end of file
diff --git a/samples/mcp-math-server/mcp.json b/samples/mcp-math-server/mcp.json
index 9dc7ca3..23db3ce 100644
--- a/samples/mcp-math-server/mcp.json
+++ b/samples/mcp-math-server/mcp.json
@@ -1,6 +1,6 @@
 {
   "servers": {
-    "math-server": {
+    "coded-math-mcp": {
         "transport": "stdio",
         "command": "python",
         "args": ["server.py"]
diff --git a/samples/mcp-math-server/pyproject.toml b/samples/mcp-math-server/pyproject.toml
index dacb1fe..53b61b3 100644
--- a/samples/mcp-math-server/pyproject.toml
+++ b/samples/mcp-math-server/pyproject.toml
@@ -4,6 +4,6 @@ version = "0.0.1"
 description = "Advanced Math Operations MCP Server"
 authors = [{ name = "John Doe" }]
 dependencies = [
-    "uipath-mcp>=0.0.101",
+    "uipath-mcp>=0.1.4",
 ]
 requires-python = ">=3.11"
diff --git a/samples/mcp-math-server/uv.lock b/samples/mcp-math-server/uv.lock
index 5894ad9..0825e5f 100644
--- a/samples/mcp-math-server/uv.lock
+++ b/samples/mcp-math-server/uv.lock
@@ -1,18 +1,19 @@
 version = 1
+revision = 3
 requires-python = ">=3.11"
 
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+version = "3.13.4"
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     { name = "propcache" },
     { name = "yarl" },
 ]
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 [[package]]
 name = "zipp"
-version = "3.21.0"
+version = "3.23.0"
 source = { registry = "https://pypi.org/simple" }
-sdist = { url = "https://files.pythonhosted.org/packages/3f/50/bad581df71744867e9468ebd0bcd6505de3b275e06f202c2cb016e3ff56f/zipp-3.21.0.tar.gz", hash = "sha256:2c9958f6430a2040341a52eb608ed6dd93ef4392e02ffe219417c1b28b5dd1f4", size = 24545 }
+sdist = { url = "https://files.pythonhosted.org/packages/e3/02/0f2892c661036d50ede074e376733dca2ae7c6eb617489437771209d4180/zipp-3.23.0.tar.gz", hash = "sha256:a07157588a12518c9d4034df3fbbee09c814741a33ff63c05fa29d26a2404166", size = 25547, upload-time = "2025-06-08T17:06:39.4Z" }
 wheels = [
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diff --git a/src/uipath_mcp/_cli/_runtime/_runtime.py b/src/uipath_mcp/_cli/_runtime/_runtime.py
index e1ae42a..d74ddac 100644
--- a/src/uipath_mcp/_cli/_runtime/_runtime.py
+++ b/src/uipath_mcp/_cli/_runtime/_runtime.py
@@ -37,8 +37,14 @@
 from .._utils._config import McpServer
 from ._context import UiPathServerType
 from ._exception import McpErrorCode, UiPathMcpRuntimeError
-from ._session import BaseSessionServer, StdioSessionServer, StreamableHttpSessionServer
+from ._session import (
+    BaseSessionServer,
+    SessionHealthInfo,
+    StdioSessionServer,
+    StreamableHttpSessionServer,
+)
 from ._token_refresh import TokenRefresher
+from ._watchdog import SessionWatchdog
 
 logger = logging.getLogger(__name__)
 tracer = trace.get_tracer(__name__)
@@ -86,6 +92,7 @@ def __init__(
         self._http_stderr_drain_task: asyncio.Task[None] | None = None
         self._http_server_stderr_lines: list[str] = []
         self._uipath = UiPath()
+        self._watchdog: SessionWatchdog | None = None
         self._token_refresher: TokenRefresher | None = None
         self._cleanup_done = False
 
@@ -118,6 +125,38 @@ def _validate_auth(self) -> None:
                 UiPathErrorCategory.SYSTEM,
             )
 
+    def get_sessions(self) -> dict[str, SessionHealthInfo]:
+        """Return health info for all active sessions (SessionProvider protocol)."""
+        return {
+            sid: session.get_health_info()
+            for sid, session in self._session_servers.items()
+        }
+
+    async def remove_session(self, session_id: str, reason: str) -> None:
+        """Pop, stop, and clean up a single session (SessionProvider protocol)."""
+        session_server = self._session_servers.pop(session_id, None)
+        if session_server is None:
+            return
+
+        logger.warning(f"Removing session {session_id}: {reason}")
+
+        try:
+            await session_server.stop()
+        except Exception:
+            logger.error(
+                f"Error stopping session {session_id}",
+                exc_info=True,
+            )
+
+        if session_server.output:
+            if self.sandboxed:
+                self._session_output = session_server.output
+            else:
+                logger.info(f"Session {session_id} output: {session_server.output}")
+
+        if self.sandboxed:
+            self._cancel_event.set()
+
     async def get_schema(self) -> UiPathRuntimeSchema:
         """Get schema for this MCP runtime.
 
@@ -240,6 +279,9 @@ async def _run_server(self) -> UiPathRuntimeResult:
                 run_task = asyncio.create_task(self._signalr_client.run())
                 cancel_task = asyncio.create_task(self._cancel_event.wait())
                 self._keep_alive_task = asyncio.create_task(self._keep_alive())
+
+                self._watchdog = SessionWatchdog(self)
+                self._watchdog.start()
                 self._token_refresher.start()
 
                 try:
@@ -253,8 +295,8 @@ async def _run_server(self) -> UiPathRuntimeResult:
                     )
                     self._cancel_event.set()
                 finally:
-                    # Cancel any pending tasks gracefully
-                    for task in [run_task, cancel_task, self._keep_alive_task]:
+                    # Cancel pending tasks
+                    for task in [run_task, cancel_task]:
                         if task and not task.done():
                             task.cancel()
                             try:
@@ -280,7 +322,7 @@ async def _run_server(self) -> UiPathRuntimeResult:
         except Exception as e:
             if isinstance(e, UiPathMcpRuntimeError):
                 raise
-            detail = f"Error: {str(e)}"
+            detail = f"Error: {e}"
             raise UiPathMcpRuntimeError(
                 UiPathErrorCode.EXECUTION_ERROR,
                 "MCP Runtime execution failed",
@@ -312,11 +354,12 @@ async def _cleanup(self) -> None:
             except asyncio.CancelledError:
                 pass
 
-        for session_id, session_server in list(self._session_servers.items()):
-            try:
-                await session_server.stop()
-            except Exception as e:
-                logger.error(f"Error cleaning up session server {session_id}: {str(e)}")
+        if self._watchdog:
+            await self._watchdog.stop()
+            self._watchdog = None
+
+        for session_id in list(self._session_servers.keys()):
+            await self.remove_session(session_id, reason="runtime shutdown")
 
         # Stop the shared HTTP server process (streamable-http only)
         await self._stop_http_server_process()
@@ -327,46 +370,30 @@ async def _cleanup(self) -> None:
                 try:
                     await transport._ws.close()
                 except Exception as e:
-                    logger.error(f"Error closing SignalR WebSocket: {str(e)}")
+                    logger.error(f"Error closing SignalR WebSocket: {e}")
 
         # Add a small delay to allow the server to shut down gracefully
         if sys.platform == "win32":
             await asyncio.sleep(0.5)
 
     async def _handle_signalr_session_closed(self, args: list[str]) -> None:
-        """
-        Handle session closed by server.
-        """
+        """Handle session closed by server."""
+        if self._cleanup_done:
+            return
+
         if len(args) < 1:
             logger.error(f"Received invalid websocket message arguments: {args}")
             return
 
         session_id = args[0]
-
         logger.info(f"Received closed signal for session {session_id}")
-
-        try:
-            session_server = self._session_servers.pop(session_id, None)
-            if session_server:
-                await session_server.stop()
-                if session_server.output:
-                    if self.sandboxed:
-                        self._session_output = session_server.output
-                    else:
-                        logger.info(
-                            f"Session {session_id} output: {session_server.output}"
-                        )
-            # If this is a sandboxed runtime for a specific session, cancel the execution
-            if self.sandboxed:
-                self._cancel_event.set()
-
-        except Exception as e:
-            logger.error(f"Error terminating session {session_id}: {str(e)}")
+        await self.remove_session(session_id, reason="server closed")
 
     async def _handle_signalr_message(self, args: list[str]) -> None:
-        """
-        Handle incoming SignalR messages.
-        """
+        """Handle incoming SignalR messages."""
+        if self._cleanup_done:
+            return
+
         if len(args) < 2:
             logger.error(f"Received invalid websocket message arguments: {args}")
             return
@@ -392,7 +419,7 @@ async def _handle_signalr_message(self, args: list[str]) -> None:
                     await session_server.start()
                 except Exception as e:
                     logger.error(
-                        f"Error starting session server for session {session_id}: {str(e)}"
+                        f"Error starting session server for session {session_id}: {e}"
                     )
                     await self._on_session_start_error(session_id)
                     raise
@@ -406,7 +433,7 @@ async def _handle_signalr_message(self, args: list[str]) -> None:
 
         except Exception as e:
             logger.error(
-                f"Error handling websocket notification for session {session_id}: {str(e)}"
+                f"Error handling websocket notification for session {session_id}: {e}"
             )
 
     async def _handle_signalr_error(self, error: Any) -> None:
@@ -421,17 +448,21 @@ async def _handle_signalr_close(self) -> None:
         """Handle SignalR connection close event."""
         logger.info("Websocket connection closed.")
 
-    async def _start_http_server_process(self) -> None:
-        """Spawn the streamable-http server process.
-
-        The process is started once and shared across all sessions.
-        """
+    def _get_server_env(self) -> dict[str, str]:
+        """Return server env vars, with os.environ merged in for Coded servers."""
         env_vars = self._server.env.copy()
         if self.server_type is UiPathServerType.Coded:
             for name, value in os.environ.items():
                 if name not in env_vars:
                     env_vars[name] = value
+        return env_vars
+
+    async def _start_http_server_process(self) -> None:
+        """Spawn the streamable-http server process.
 
+        The process is started once and shared across all sessions.
+        """
+        env_vars = self._get_server_env()
         merged_env = {**os.environ, **env_vars} if env_vars else None
         self._http_server_stderr_lines = []
         self._http_server_process = await asyncio.create_subprocess_exec(
@@ -472,7 +503,12 @@ async def _wait_for_http_server_ready(
 
         url = self._server.url
         if not url:
-            raise ValueError("streamable-http transport requires url in config")
+            raise UiPathMcpRuntimeError(
+                McpErrorCode.CONFIGURATION_ERROR,
+                "Missing URL for streamable-http server",
+                "Please specify a 'url' in the server configuration for streamable-http transport.",
+                UiPathErrorCategory.SYSTEM,
+            )
 
         for attempt in range(max_retries):
             # Check if process has crashed
@@ -561,13 +597,9 @@ async def _monitor_http_server_process(self) -> None:
                 # Stop all HTTP sessions, they will fail on next request anyway
                 for session_id, session_server in list(self._session_servers.items()):
                     if isinstance(session_server, StreamableHttpSessionServer):
-                        try:
-                            await session_server.stop()
-                        except Exception as e:
-                            logger.error(
-                                f"Error stopping session {session_id} after process crash: {e}"
-                            )
-                        self._session_servers.pop(session_id, None)
+                        await self.remove_session(
+                            session_id, reason="http process crash"
+                        )
         except asyncio.CancelledError:
             pass
 
@@ -577,14 +609,6 @@ async def _register(self) -> None:
         initialization_successful = False
         tools_result: ListToolsResult | None = None
         server_stderr_output = ""
-        env_vars = self._server.env
-
-        # if server is Coded, include environment variables
-        if self.server_type is UiPathServerType.Coded:
-            for name, value in os.environ.items():
-                # config env variables should have precedence over system ones
-                if name not in env_vars:
-                    env_vars[name] = value
 
         try:
             if self._server.is_streamable_http:
@@ -624,7 +648,7 @@ async def _register(self) -> None:
                 server_params = StdioServerParameters(
                     command=self._server.command,
                     args=self._server.args,
-                    env=env_vars,
+                    env=self._get_server_env(),
                 )
 
                 with tempfile.TemporaryFile(mode="w+b") as stderr_temp_binary:
@@ -754,41 +778,39 @@ async def _on_session_start_error(self, session_id: str) -> None:
                 f"Error sending session dispose signal to UiPath MCP Server: {e}"
             )
 
+    async def _on_keep_alive_response(self, response: CompletionMessage) -> None:
+        """Handle keep-alive response: log session state, detect orphaned sandboxed runtimes."""
+        if response.error:
+            logger.error(f"Error during keep-alive: {response.error}")
+            return
+        session_ids = response.result
+        logger.info(f"Server active sessions: {session_ids}")
+        runtime_sessions = {}
+        for sid, s in self._session_servers.items():
+            health = s.get_health_info()
+            runtime_sessions[sid] = {
+                "task_done": health.task_done,
+                "active_requests": len(s._active_requests),
+            }
+        logger.info(f"Runtime active sessions: {runtime_sessions}")
+        # If there are no active sessions and this is a sandbox environment
+        # We need to cancel the runtime
+        # eg: when user kills the agent that triggered the runtime, before we subscribe to events
+        if not session_ids and self.sandboxed and not self._cancel_event.is_set():
+            logger.warning("No active sessions, cancelling sandboxed runtime...")
+            self._cancel_event.set()
+
     async def _keep_alive(self) -> None:
-        """
-        Heartbeat to keep the runtime available.
-        """
+        """Heartbeat to keep the runtime available."""
         try:
             while not self._cancel_event.is_set():
                 try:
-
-                    async def on_keep_alive_response(
-                        response: CompletionMessage,
-                    ) -> None:
-                        if response.error:
-                            logger.error(f"Error during keep-alive: {response.error}")
-                            return
-                        session_ids = response.result
-                        logger.info(f"Active sessions: {session_ids}")
-                        # If there are no active sessions and this is a sandbox environment
-                        # We need to cancel the runtime
-                        # eg: when user kills the agent that triggered the runtime, before we subscribe to events
-                        if (
-                            not session_ids
-                            and self.sandboxed
-                            and not self._cancel_event.is_set()
-                        ):
-                            logger.error(
-                                "No active sessions, cancelling sandboxed runtime..."
-                            )
-                            self._cancel_event.set()
-
                     if self._signalr_client:
                         logger.info("Sending keep-alive ping...")
                         await self._signalr_client.send(
                             method="OnKeepAlive",
                             arguments=[],
-                            on_invocation=on_keep_alive_response,  # type: ignore
+                            on_invocation=self._on_keep_alive_response,  # type: ignore
                         )
                     else:
                         logger.error("SignalR client not initialized during keep-alive")
@@ -806,9 +828,7 @@ async def on_keep_alive_response(
             raise
 
     async def _on_runtime_abort(self) -> None:
-        """
-        Sends a runtime abort signalr to terminate all connected sessions.
-        """
+        """Send a runtime abort request to terminate all connected sessions."""
         try:
             response = await self._uipath.api_client.request_async(
                 "POST",
@@ -821,7 +841,7 @@ async def _on_runtime_abort(self) -> None:
                 )
             else:
                 logger.error(
-                    f"Error sending runtime abort signalr to UiPath MCP Server: {response.status_code} - {response.text}"
+                    f"Error sending runtime abort to UiPath MCP Server: {response.status_code} - {response.text}"
                 )
         except Exception as e:
             logger.error(
diff --git a/src/uipath_mcp/_cli/_runtime/_session.py b/src/uipath_mcp/_cli/_runtime/_session.py
index 6eee861..6867077 100644
--- a/src/uipath_mcp/_cli/_runtime/_session.py
+++ b/src/uipath_mcp/_cli/_runtime/_session.py
@@ -2,9 +2,12 @@
 import io
 import logging
 import tempfile
+import time
 from abc import ABC, abstractmethod
+from dataclasses import dataclass
 from typing import Any
 
+from anyio import EndOfStream
 from mcp import StdioServerParameters, stdio_client
 from mcp.client.streamable_http import streamable_http_client
 from mcp.shared.message import SessionMessage
@@ -28,6 +31,18 @@
 RETRY_DELAY = 1
 
 
+@dataclass
+class SessionHealthInfo:
+    """Health information for a session, used by the watchdog."""
+
+    session_id: str
+    transport_type: str
+    task_done: bool
+    task_exception: BaseException | None
+    last_activity_time: float
+    queue_size: int
+
+
 class BaseSessionServer(ABC):
     """Base class with transport-agnostic message relay logic."""
 
@@ -48,9 +63,16 @@ def __init__(
         self._active_requests: dict[str, str] = {}
         self._last_request_id: str | None = None
         self._last_message_id: str | None = None
+        self._last_activity_time: float = time.monotonic()
         self._uipath = uipath
         self._mcp_tracer = McpTracer(tracer, logger)
 
+    @property
+    @abstractmethod
+    def transport_type(self) -> str:
+        """Returns the transport type identifier (e.g. 'stdio', 'streamable-http')."""
+        ...
+
     @property
     @abstractmethod
     def output(self) -> str | None:
@@ -79,8 +101,27 @@ async def stop(self) -> None:
         self._read_stream = None
         self._write_stream = None
 
+    def get_health_info(self) -> SessionHealthInfo:
+        """Return health information for this session."""
+        task_done = self._run_task.done() if self._run_task else True
+        task_exception: BaseException | None = None
+        if task_done and self._run_task is not None:
+            try:
+                task_exception = self._run_task.exception()
+            except (asyncio.CancelledError, asyncio.InvalidStateError):
+                pass
+        return SessionHealthInfo(
+            session_id=self._session_id,
+            transport_type=self.transport_type,
+            task_done=task_done,
+            task_exception=task_exception,
+            last_activity_time=self._last_activity_time,
+            queue_size=self._message_queue.qsize(),
+        )
+
     async def on_message_received(self, request_id: str) -> None:
         """Get new incoming messages from UiPath MCP Server."""
+        self._last_activity_time = time.monotonic()
         for attempt in range(MAX_RETRIES + 1):
             try:
                 await self._get_messages_internal(request_id)
@@ -115,6 +156,7 @@ async def _relay_messages(self) -> None:
                         break
 
                     session_message = await self._read_stream.receive()
+                    self._last_activity_time = time.monotonic()
                     if isinstance(session_message, Exception):
                         logger.error(f"Received error: {session_message}")
                         continue
@@ -137,6 +179,9 @@ async def _relay_messages(self) -> None:
                         # For non-responses, use the last known request_id
                         if self._last_request_id is not None:
                             await self._send_message(message, self._last_request_id)
+                except EndOfStream:
+                    logger.warning(f"Read stream closed for session {self._session_id}")
+                    break
                 except Exception as e:
                     if session_message:
                         logger.info(session_message)
@@ -292,6 +337,10 @@ class StdioSessionServer(BaseSessionServer):
 
     _server_stderr_output: str | None = None
 
+    @property
+    def transport_type(self) -> str:
+        return "stdio"
+
     @property
     def output(self) -> str | None:
         """Returns the captured stderr output from the MCP server process."""
@@ -345,6 +394,10 @@ async def _run_server(self, server_params: StdioServerParameters) -> None:
 class StreamableHttpSessionServer(BaseSessionServer):
     """Manages an HTTP connection to a shared streamable-http server for a specific session."""
 
+    @property
+    def transport_type(self) -> str:
+        return "streamable-http"
+
     @property
     def output(self) -> str | None:
         """Returns captured output from the server process, if any."""
diff --git a/src/uipath_mcp/_cli/_runtime/_watchdog.py b/src/uipath_mcp/_cli/_runtime/_watchdog.py
new file mode 100644
index 0000000..8aab3a5
--- /dev/null
+++ b/src/uipath_mcp/_cli/_runtime/_watchdog.py
@@ -0,0 +1,137 @@
+import asyncio
+import logging
+import time
+from typing import Protocol
+
+from opentelemetry import trace
+
+from ._session import SessionHealthInfo
+
+logger = logging.getLogger(__name__)
+tracer = trace.get_tracer(__name__)
+
+WATCHDOG_CHECK_INTERVAL = 30  # seconds
+SESSION_IDLE_TIMEOUT = 3600  # 1 hour
+
+
+class SessionProvider(Protocol):
+    """Protocol for accessing and managing sessions."""
+
+    def get_sessions(self) -> dict[str, SessionHealthInfo]: ...
+
+    async def remove_session(self, session_id: str, reason: str) -> None: ...
+
+
+class SessionWatchdog:
+    """Periodically checks session health and removes dead or idle sessions."""
+
+    def __init__(
+        self,
+        provider: SessionProvider,
+        check_interval: float = WATCHDOG_CHECK_INTERVAL,
+        idle_timeout: float = SESSION_IDLE_TIMEOUT,
+    ):
+        self._provider = provider
+        self._check_interval = check_interval
+        self._idle_timeout = idle_timeout
+        self._task: asyncio.Task[None] | None = None
+        self._cancel_event = asyncio.Event()
+
+    def start(self) -> None:
+        """Start the watchdog background task."""
+        if self._task is not None:
+            return
+        self._cancel_event.clear()
+        self._task = asyncio.create_task(self._run())
+        logger.info("Session watchdog started")
+
+    async def stop(self) -> None:
+        """Stop the watchdog background task."""
+        if self._task is None:
+            return
+        self._cancel_event.set()
+        try:
+            await asyncio.wait_for(self._task, timeout=5.0)
+        except (asyncio.TimeoutError, asyncio.CancelledError):
+            self._task.cancel()
+            try:
+                await self._task
+            except asyncio.CancelledError:
+                pass
+        self._task = None
+        logger.info("Session watchdog stopped")
+
+    async def _run(self) -> None:
+        """Main watchdog loop."""
+        try:
+            while not self._cancel_event.is_set():
+                try:
+                    await self._check_sessions()
+                except Exception:
+                    logger.error("Error during watchdog check cycle", exc_info=True)
+
+                try:
+                    await asyncio.wait_for(
+                        self._cancel_event.wait(), timeout=self._check_interval
+                    )
+                    break  # cancel_event was set
+                except asyncio.TimeoutError:
+                    continue
+        except asyncio.CancelledError:
+            logger.info("Session watchdog task cancelled")
+            raise
+
+    async def _check_sessions(self) -> None:
+        """Inspect all sessions and remove dead or idle ones."""
+        with tracer.start_as_current_span("watchdog.check_sessions") as span:
+            sessions = self._provider.get_sessions()
+
+            if not sessions:
+                logger.debug("Watchdog check: no active sessions")
+                span.set_attribute("session_count", 0)
+                return
+
+            now = time.monotonic()
+            removed_count = 0
+
+            for session_id, health in sessions.items():
+                try:
+                    transport = health.transport_type
+                    if health.task_done:
+                        if health.task_exception is not None:
+                            logger.error(
+                                f"Watchdog: {transport} session {session_id} task failed "
+                                f"with exception: {health.task_exception}"
+                            )
+                        else:
+                            logger.info(
+                                f"Watchdog: {transport} session {session_id} task "
+                                f"completed, cleaning up"
+                            )
+                        await self._provider.remove_session(
+                            session_id, reason="dead task"
+                        )
+                        removed_count += 1
+                        continue
+
+                    idle_duration = now - health.last_activity_time
+                    if idle_duration > self._idle_timeout:
+                        logger.warning(
+                            f"Watchdog: {transport} session {session_id} idle for "
+                            f"{idle_duration:.0f}s (timeout: {self._idle_timeout}s)"
+                        )
+                        await self._provider.remove_session(
+                            session_id, reason="idle timeout"
+                        )
+                        removed_count += 1
+                except Exception:
+                    logger.error(
+                        f"Watchdog: error checking session {session_id}",
+                        exc_info=True,
+                    )
+
+            span.set_attribute("session_count", len(sessions))
+            span.set_attribute("removed_count", removed_count)
+            logger.info(
+                f"Watchdog check: {len(sessions)} session(s), {removed_count} removed"
+            )
diff --git a/tests/test_watchdog.py b/tests/test_watchdog.py
new file mode 100644
index 0000000..d845210
--- /dev/null
+++ b/tests/test_watchdog.py
@@ -0,0 +1,215 @@
+import asyncio
+import time
+
+import pytest
+
+from uipath_mcp._cli._runtime._session import SessionHealthInfo
+from uipath_mcp._cli._runtime._watchdog import SessionWatchdog
+
+
+class MockSessionProvider:
+    """Mock provider for testing the watchdog."""
+
+    def __init__(self) -> None:
+        self.sessions: dict[str, SessionHealthInfo] = {}
+        self.removed: list[tuple[str, str]] = []
+
+    def get_sessions(self) -> dict[str, SessionHealthInfo]:
+        return dict(self.sessions)
+
+    async def remove_session(self, session_id: str, reason: str) -> None:
+        self.removed.append((session_id, reason))
+        self.sessions.pop(session_id, None)
+
+
+def _make_health(
+    session_id: str = "test-session",
+    transport_type: str = "stdio",
+    task_done: bool = False,
+    task_exception: BaseException | None = None,
+    last_activity_time: float | None = None,
+    queue_size: int = 0,
+) -> SessionHealthInfo:
+    return SessionHealthInfo(
+        session_id=session_id,
+        transport_type=transport_type,
+        task_done=task_done,
+        task_exception=task_exception,
+        last_activity_time=last_activity_time
+        if last_activity_time is not None
+        else time.monotonic(),
+        queue_size=queue_size,
+    )
+
+
+@pytest.mark.asyncio
+async def test_detects_dead_task_with_exception() -> None:
+    """Watchdog should remove sessions whose task has finished with an exception."""
+    provider = MockSessionProvider()
+    provider.sessions["s1"] = _make_health(
+        session_id="s1",
+        task_done=True,
+        task_exception=RuntimeError("boom"),
+    )
+    watchdog = SessionWatchdog(provider, check_interval=1, idle_timeout=900)
+    await watchdog._check_sessions()
+
+    assert len(provider.removed) == 1
+    assert provider.removed[0] == ("s1", "dead task")
+
+
+@pytest.mark.asyncio
+async def test_detects_dead_task_without_exception() -> None:
+    """Watchdog should remove sessions whose task completed without exception."""
+    provider = MockSessionProvider()
+    provider.sessions["s1"] = _make_health(
+        session_id="s1",
+        task_done=True,
+        task_exception=None,
+    )
+    watchdog = SessionWatchdog(provider, check_interval=1, idle_timeout=900)
+    await watchdog._check_sessions()
+
+    assert len(provider.removed) == 1
+    assert provider.removed[0] == ("s1", "dead task")
+
+
+@pytest.mark.asyncio
+async def test_detects_idle_timeout() -> None:
+    """Watchdog should remove sessions that exceed the idle timeout."""
+    provider = MockSessionProvider()
+    provider.sessions["s1"] = _make_health(
+        session_id="s1",
+        task_done=False,
+        last_activity_time=time.monotonic() - 1000,  # idle for 1000s
+    )
+    watchdog = SessionWatchdog(provider, check_interval=1, idle_timeout=900)
+    await watchdog._check_sessions()
+
+    assert len(provider.removed) == 1
+    assert provider.removed[0] == ("s1", "idle timeout")
+
+
+@pytest.mark.asyncio
+async def test_healthy_session_not_removed() -> None:
+    """Watchdog should leave healthy, active sessions alone."""
+    provider = MockSessionProvider()
+    provider.sessions["s1"] = _make_health(
+        session_id="s1",
+        task_done=False,
+        last_activity_time=time.monotonic(),  # just active
+    )
+    watchdog = SessionWatchdog(provider, check_interval=1, idle_timeout=900)
+    await watchdog._check_sessions()
+
+    assert len(provider.removed) == 0
+    assert "s1" in provider.sessions
+
+
+@pytest.mark.asyncio
+async def test_no_sessions_is_noop() -> None:
+    """Watchdog should handle empty session list gracefully."""
+    provider = MockSessionProvider()
+    watchdog = SessionWatchdog(provider, check_interval=1, idle_timeout=900)
+    await watchdog._check_sessions()
+
+    assert len(provider.removed) == 0
+
+
+@pytest.mark.asyncio
+async def test_multiple_sessions_mixed() -> None:
+    """Watchdog should handle a mix of healthy, dead, and idle sessions."""
+    provider = MockSessionProvider()
+    provider.sessions["healthy"] = _make_health(
+        session_id="healthy", task_done=False, last_activity_time=time.monotonic()
+    )
+    provider.sessions["dead"] = _make_health(
+        session_id="dead", task_done=True, task_exception=RuntimeError("crash")
+    )
+    provider.sessions["idle"] = _make_health(
+        session_id="idle", task_done=False, last_activity_time=time.monotonic() - 2000
+    )
+    watchdog = SessionWatchdog(provider, check_interval=1, idle_timeout=900)
+    await watchdog._check_sessions()
+
+    removed_ids = {r[0] for r in provider.removed}
+    assert removed_ids == {"dead", "idle"}
+    assert "healthy" in provider.sessions
+
+
+@pytest.mark.asyncio
+async def test_start_stop_lifecycle() -> None:
+    """Watchdog should start and stop cleanly."""
+    provider = MockSessionProvider()
+    watchdog = SessionWatchdog(provider, check_interval=0.1, idle_timeout=900)
+
+    watchdog.start()
+    assert watchdog._task is not None
+    assert not watchdog._task.done()
+
+    await asyncio.sleep(0.15)  # let at least one cycle run
+
+    await watchdog.stop()
+    assert watchdog._task is None
+
+
+@pytest.mark.asyncio
+async def test_stop_when_not_started() -> None:
+    """Stopping a watchdog that was never started should be a no-op."""
+    provider = MockSessionProvider()
+    watchdog = SessionWatchdog(provider, check_interval=1, idle_timeout=900)
+    await watchdog.stop()  # should not raise
+
+
+@pytest.mark.asyncio
+async def test_start_idempotent() -> None:
+    """Calling start() twice should not create a second task."""
+    provider = MockSessionProvider()
+    watchdog = SessionWatchdog(provider, check_interval=1, idle_timeout=900)
+    watchdog.start()
+    first_task = watchdog._task
+    watchdog.start()
+    assert watchdog._task is first_task
+    await watchdog.stop()
+
+
+@pytest.mark.asyncio
+async def test_error_in_remove_session_does_not_crash_watchdog() -> None:
+    """Watchdog should survive errors from remove_session."""
+
+    class FailingProvider(MockSessionProvider):
+        async def remove_session(self, session_id: str, reason: str) -> None:
+            raise RuntimeError("removal failed")
+
+    provider = FailingProvider()
+    provider.sessions["s1"] = _make_health(session_id="s1", task_done=True)
+    watchdog = SessionWatchdog(provider, check_interval=1, idle_timeout=900)
+
+    # Should not raise
+    await watchdog._check_sessions()
+
+
+@pytest.mark.asyncio
+async def test_dead_task_prioritized_over_idle() -> None:
+    """A dead task should be detected even if the session is also idle."""
+    provider = MockSessionProvider()
+    provider.sessions["s1"] = _make_health(
+        session_id="s1",
+        task_done=True,
+        last_activity_time=time.monotonic() - 2000,
+    )
+    watchdog = SessionWatchdog(provider, check_interval=1, idle_timeout=900)
+    await watchdog._check_sessions()
+
+    assert len(provider.removed) == 1
+    assert provider.removed[0] == ("s1", "dead task")  # dead task, not idle timeout
+
+
+@pytest.mark.asyncio
+async def test_transport_type_in_health_info() -> None:
+    """SessionHealthInfo should carry the transport type."""
+    stdio_health = _make_health(session_id="s1", transport_type="stdio")
+    http_health = _make_health(session_id="s2", transport_type="streamable-http")
+
+    assert stdio_health.transport_type == "stdio"
+    assert http_health.transport_type == "streamable-http"