emails are stuck in my outbox since I updated my licence

For classic Outlook on Windows, the most common supported checks are:

1. Verify Outlook is not offline.
   • Go to Send/Receive.
   • If Work Offline is highlighted, select it to go back online.
   • Then select Send All.
2. Check whether a large attachment is blocking the Outbox.
   • Go to Outbox.
   • Open the oldest stuck message first.
   • If it has a large attachment, remove the attachment or replace it with a smaller file.
   • A large stuck message can also block messages sent after it.
3. Re-enable automatic sending.
   • Go to File > Options > Advanced.
   • Under Send and receive, make sure Send immediately when connected is enabled.
   • If this option is grayed out, it is being managed by Group Policy and an administrator must change it.
4. Check for a delayed-send rule.
   • Go to Rules on the ribbon > Manage Rules & Alerts.
   • Review rules on the Email Rules tab.
   • If a rule shows defer delivery by # minutes, open that rule and clear that action if it is not intended.
5. Confirm internet connectivity.
   • Open a browser and verify normal internet access.
   • If the device is offline, Outlook cannot send mail.
6. If the issue started after the license change and Outlook sync errors are also appearing:
   • Check the Sync Issues folder for errors such as 80040611.
   • If that specific error is present, the documented mitigation is to pause Digital Guardian if it is in use, then request a mailbox move through the Microsoft 365 Admin Portal and recreate the Outlook OST. This requires opening a support case.
7. If Outlook only stays offline in normal mode and not in Safe Mode:
   • There is a documented case involving the LoadTransportProviders registry value.
   • Warning: deleting registry values is risky and incorrect changes can cause system problems.
   • The documented fix is to delete LoadTransportProviders from: HKEY_CURRENT_USER\Software\Microsoft\Office\<x.0>\Outlook\Preferences

Since the problem began after a license update, start with steps 1, 3, and 6 first, because they best match a send/sync change rather than just a single bad message.

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