diff --git a/pterodactyl/pterodactyl.py b/pterodactyl/pterodactyl.py
index aa819a7..c279715 100644
--- a/pterodactyl/pterodactyl.py
+++ b/pterodactyl/pterodactyl.py
@@ -29,6 +29,7 @@ class Pterodactyl(commands.Cog):
         try:
             client = PterodactylClient(base_url, api_key).client
             websocket_credentials = client.servers.get_websocket(server_id)
+            self.logger.debug("Websocket connection details retrieved: " + websocket_credentials)
         except exceptions.ClientConfigError as e:
             self.logger.error(f'Failed to initialize Pterodactyl client: {e}')
             return
@@ -49,9 +50,14 @@ class Pterodactyl(commands.Cog):
 
             while True:
                 message = await websocket.recv()
-                if json.loads(message)['event'] == 'token expiring':
+                if json.loads(message)['event'] in ['token expiring', 'token expired']:
+                    self.logger.debug("Received token expiring/expired event. Refreshing token.")
                     websocket_credentials = client.servers.get_websocket(server_id)
                     auth_message = json.dumps({"event": "auth", "args": [websocket_credentials['data']['token']]})
+                    await websocket.send(auth_message)
+                    self.logger.debug("Authentication message sent")
+                if json.loads(message)['event'] == 'auth success':
+                    self.logger.debug("Authentication successful")
                 self.logger.debug("Received message: %s", message)
 
     async def cog_load(self):