diff --git a/plugin/core/sessions.py b/plugin/core/sessions.py
index ccb30b429..41c23796d 100644
--- a/plugin/core/sessions.py
+++ b/plugin/core/sessions.py
@@ -1304,6 +1304,9 @@ def __getattr__(self, name: str) -> Any:
                 return attr
         raise AttributeError(name)
 
+    def __del__(self) -> None:
+        print('[Session] __del__', self.config.name)
+
     # TODO: Create an assurance that the API doesn't change here as it can be used by plugins.
     def get_workspace_folders(self) -> list[WorkspaceFolder]:
         return self._workspace_folders
@@ -2245,6 +2248,7 @@ def m___progress(self, params: ProgressParams) -> None:
     # --- shutdown dance -----------------------------------------------------------------------------------------------
 
     def end_async(self) -> None:
+        print('[Session] end_async', self.exiting)
         # TODO: Ensure this function is called only from the async thread
         if self.exiting:
             return
@@ -2266,12 +2270,14 @@ def end_async(self) -> None:
                 watcher.destroy()
         self._dynamic_file_watchers = {}
         self.state = ClientStates.STOPPING
+        print('[Session] Sending shutdown')
         self.send_request_async(Request.shutdown(), self._handle_shutdown_result, self._handle_shutdown_result)
 
     def _handle_shutdown_result(self, _: Any) -> None:
         self.exit()
 
     def on_transport_close(self, exit_code: int, exception: Exception | None) -> None:
+        print('[Session] on_transport-close')
         self.exiting = True
         self.state = ClientStates.STOPPING
         self.transport = None
@@ -2356,6 +2362,7 @@ def send_error_response(self, request_id: Any, error: Error) -> None:
     def exit(self) -> None:
         self.send_notification(Notification.exit())
         try:
+            print('[Session] Closing transport')
             self.transport.close()  # type: ignore
         except AttributeError:
             pass
diff --git a/plugin/core/transports.py b/plugin/core/transports.py
index b0e91f89c..48d83c64a 100644
--- a/plugin/core/transports.py
+++ b/plugin/core/transports.py
@@ -188,6 +188,7 @@ def _end(self, exception: Exception | None) -> None:
 
         def invoke() -> None:
             callback_object = self._callback_object()
+            print('[ProcessTransport] end Transport', callback_object)
             if callback_object:
                 callback_object.on_transport_close(exit_code, exception)
 
diff --git a/plugin/core/windows.py b/plugin/core/windows.py
index 29abdea97..d6114f477 100644
--- a/plugin/core/windows.py
+++ b/plugin/core/windows.py
@@ -75,7 +75,7 @@ class WindowManager(Manager, WindowConfigChangeListener):
     def __init__(self, window: sublime.Window, workspace: ProjectFolders, config_manager: WindowConfigManager) -> None:
         self._window = window
         self._config_manager = config_manager
-        self._sessions: WeakSet[Session] = WeakSet()
+        self._sessions: set[Session] = set()
         self._workspace = workspace
         self._pending_listeners: deque[AbstractViewListener] = deque()
         self._listeners: WeakSet[AbstractViewListener] = WeakSet()
@@ -341,6 +341,7 @@ def handle_message_request(self, session: Session, params: Any, request_id: Any)
             MessageRequestHandler(view, session, request_id, params, session.config.name).show()
 
     def restart_sessions_async(self, config_name: str | None = None) -> None:
+        print('[WindowManager] restart_sessions_async')
         self._end_sessions_async(config_name)
         listeners = list(self._listeners)
         self._listeners.clear()
@@ -348,6 +349,7 @@ def restart_sessions_async(self, config_name: str | None = None) -> None:
             self.register_listener_async(listener)
 
     def _end_sessions_async(self, config_name: str | None = None) -> None:
+        print('[WindowManager] end_session', config_name)
         sessions = list(self._sessions)
         for session in sessions:
             if config_name is None or config_name == session.config.name:
@@ -384,6 +386,7 @@ def should_ignore_diagnostics(self, uri: DocumentUri, configuration: ClientConfi
         return None
 
     def on_post_exit_async(self, session: Session, exit_code: int, exception: Exception | None) -> None:
+        print('[WindowManager] on_post_exit_async', session.config.name)
         self._sessions.discard(session)
         for listener in self._listeners:
             listener.on_session_shutdown_async(session)
diff --git a/plugin/documents.py b/plugin/documents.py
index 901d81fda..84d1baf7e 100644
--- a/plugin/documents.py
+++ b/plugin/documents.py
@@ -241,6 +241,7 @@ def on_session_initialized_async(self, session: Session) -> None:
 
     def on_session_shutdown_async(self, session: Session) -> None:
         removed_session = self._session_views.pop(session.config.name, None)
+        print('[DocumentListener] on_session_shutdown_async', removed_session)
         if removed_session:
             removed_session.on_before_remove()
             if not self._session_views:
@@ -1006,6 +1007,7 @@ def run_sync() -> None:
         sublime.set_timeout(run_sync)
 
     def _clear_session_views_async(self) -> None:
+        print('[DocumentListener] _clear_session_views_async')
         session_views = self._session_views
 
         def clear_async() -> None: