Scenario: You are troubleshooting an issue where you have the following symptoms:
- When sending a message via any client the message is getting stuck in the Outbox/Drafts.
- In Outlook Web it states “You do not have permission to perform this action” when attempting to send a message.
- The Queues are backed up and not draining
- Event IDs 16025 and 205 are in the event log for MSExchange Common and MSExchange Transport
Solution: Make sure the ‘Register this connection’s addresses in DNS checkbox is checked. This is required in order for Exchange Transport to operate correctly. Once this was set, all was well.
Ex-Shell 