Crash in case message_queue raises exception, delete lingering messages from queue

src/bot.py

@@ -74,12 +74,11 @@ async def message_sender():
             await messagequeue.resend_msgs()
         pass
     except Exception as ex:
-        if command_line_args.debug:
+        # Treat the issue as critical since otherwise it results in loss of data
-            logger.exception("Exception on DC message sender")
-            shutdown(loop=asyncio.get_event_loop())
-        else:
         logger.exception("Exception on DC message sender")
         await send_exception_to_monitoring(ex)
+        shutdown(loop=asyncio.get_event_loop())
+
 
 
 def shutdown(loop, signal=None):

src/discord/queue.py

@@ -45,15 +45,27 @@ class QueueEntry:
 		self._sent_webhooks: set[str] = set()
 		self.wiki: Wiki = wiki
 		self.method = method
+		self.linger_counter = 0
 
 	def check_sent_status(self, webhook: str) -> bool:
 		"""Checks sent status for given message, if True it means that the message has been sent before to given webhook, otherwise False."""
 		return webhook in self._sent_webhooks
 
 	def confirm_sent_status(self, webhook: str):
-		"""Confirms sent status for a webhook. Returns True if sending to all webhooks has been completed, otherwise False."""
+		"""Confirms sent status for a webhook."""
 		self._sent_webhooks.add(webhook)
 
+	def self_destruct(self):
+		"""Clean all of the webhooks from the list so the message is cleaned on next iteration of resend_messages, used for lingering messages"""
+		self.webhooks.clear()
+
+	def add_linger(self):
+		"""Increase linger counter for a message in case none of the webhooks the message hasn't been sent to are in
+		suspended list"""
+		if not any([x in messagequeue.webhook_suspensions for x in set(self.webhooks) - self._sent_webhooks]):
+			self.linger_counter += 1
+		return self.linger_counter
+
 	def clear_webhook_send_requirement_for(self, webhook: str):
 		"""In case webhook gets removed, this function is called to remove the webhook from the list or required recipients."""
 		try:
@@ -62,7 +74,7 @@ class QueueEntry:
 			pass
 
 	def complete(self) -> bool:
-		return len(self._sent_webhooks) == len(self.webhooks)
+		return len(self._sent_webhooks) >= len(self.webhooks)
 
 	def __iter__(self):
 		return iter(self.webhooks)
@@ -240,6 +252,14 @@ class MessageQueue:
 						self.webhook_suspensions[webhook_id] = asyncio.create_task(self.suspension_check(webhook_url), name="DC Sus Check for {}".format(webhook_id))
 						break
 
+	def report_lingering_messages(self):
+		"""Report and delete items marked as lingering for longer than 100 cycles"""
+		for item in self._queue:
+			if item.add_linger() > 100:
+				item.self_destruct()
+				logger.error(f"Could not deliver a message! Method: {item.method}, DM: {item.discord_message.__repr__()}")
+				return  # In case there are multiple messages that linger, remove them one by one every cycle
+
 	async def resend_msgs(self):
 		"""Main function for orchestrating Discord message sending. It's a task that runs every second+."""
 		self.global_rate_limit = False
@@ -254,6 +274,7 @@ class MessageQueue:
 			tasks_to_run.append(self.send_msg_set(set_msgs))
 		await asyncio.gather(*tasks_to_run)  # we wait for all send_msg_set functions to finish
 		self._queue = [x for x in self._queue if x.complete() is False]  # get rid of sent messages
+		self.report_lingering_messages()
 		await asyncio.sleep(1+self.discord_error_rate_tracker)