In new Outlook, emails stay in the outbox even though they've been sent.

This worked!!! Thank you for the reply and helping me try something new.

This might work, I started playing with folder Permissions, which you can access from the three dots on the right hand side of Outbox folder.

This might not work if you have policies set by your employer or IT team, however if you show them the problem they can help you to make it work.

You don't click on the message, just the three dots for now.

The default permissions I have were None to everything in the Permissions for the Outbox Folder dialogue box.

I took a screen shot to remember what the Default settings were.

I changed to enable Folder Owner under the Delete Access group i.e. click the check box for Folder Owner.

Then I exited the Permissions dialogue box and deleted the stuck message successfully.

I think it might be best to reset the Permissions for Outbox back to None or whatever your Default was to start with because I don't know what other impacts this will have.

Best of luck.

Peter, I was so hopeful that your solution would work for me too after reading this. Alas, I cannot even move the stuck messages from my outbox. It will not let me click and drag the stuck messages from my outbox to any folder.

Is there something I'm overlooking on how to get them into the deleted folder? This bug is so annoying! Thanks to you and the community!

Just to post an update-

We opened a ticket with our Microsoft vendor and they said that Microsoft is aware of this issue on the new Outlook client. We were told that we needed to wait for Microsoft to provide a fix or to switch back to the classic Outlook client.

If you can't switch to the classic client, you can also use the web version of Outlook, as this is not an issue there.

Same issue for me and these suggestions did not work. Additionally tried going back to original outlook instead of the new one to see if I can delete there but they are not in drafts or outbox on that version.