diff --git a/main.py b/main.py
index 67b3621..e2f05a0 100644
--- a/main.py
+++ b/main.py
@@ -334,6 +334,14 @@ class LabCleaningBot:
                     else:
                         print(res.unwrap_err())
 
+                # check for timeouts
+                for request in task.freshly_expired_requests(datetime.datetime.now()):
+                    print("Request expired:", repr(request))
+                    message = SendMessageSimple(
+                        message="You did not respond to the task request in time.",
+                        recipients=[request.user.name])
+                    res = self.api.send_message(message)
+
                 session.commit()
 
             await asyncio.sleep(1)
diff --git a/models.py b/models.py
index 33b14b1..9020d1f 100644
--- a/models.py
+++ b/models.py
@@ -113,6 +113,8 @@ class Task(SQLModel, table=True):
             if maybe_timeout is not None:
                 expired_requests.append(r)
 
+        return expired_requests
+
     def create_additional_requests(self, now: datetime.datetime, session: Session) -> Result[List["ParticipationRequest"], List["ParticipationRequest"]]:
         additional_requests = []