"Message failed to send" Red Error box in Outlook 365 for Mac

Anonymous
2023-08-14T06:11:51+00:00

Hi everyone - has anyone had issues with sending emails using Outlook 365 for Macs? Especially a red error box that appears at the bottom (attached) and says "Message failed to send Open" The email is then stuck in drafts with the option to continue editing but it is simply frozen in drafts and the only way is to delete and try again. Alternatively, you can go to the webmail version of outlook, find the drafts folder and send from there. This has been happening on/off for several weeks now, no pattern, just happens occasionally.

This version of Outlook 365 is absolutely **** with so many issues

Outlook | MacOS | Legacy Outlook for Mac | For home

Locked Question. This question was migrated from the Microsoft Support Community. You can vote on whether it's helpful, but you can't add comments or replies or follow the question.

0 comments

155 answers

Sort by: Newest
Most helpful Newest Oldest
  1. Anonymous
    2024-05-23T08:49:58+00:00

    Same issue here. Had it a months ago. then it was fine until today. Two emails that wont send.

    Was this answer helpful?

    0 comments
  2. Anonymous
    2024-05-21T12:52:43+00:00

    I'm also now having this same issue, has happened three times over the past week, running Outlook 16.85 for macOS. If I open Outlook on the web the message will send without issue but then does not show up in Sent on the desktop client and it still shows the outgoing message as a draft.

    Was this answer helpful?

    0 comments
  3. Anonymous
    2024-05-21T05:08:43+00:00

    YES - This is AWFUL. I'm a CEO and my entire organization is plagued with this error. . .and worse. . this only RECENTLY started to happen, like in the past few months. IT drives me insane, wastes my time, and I'm sick of Microsoft making excuses when this is a new issue on their system. Users should not need to GUESS and troubleshoot this stuff. . . what century are we in? Very disappointed and our IT team is considering our other options as this is killing productivity here.

    Was this answer helpful?

    0 comments
  4. Anonymous
    2024-05-14T01:22:02+00:00

    There are many people asking what has happened to our ability to send group emails on outlook for mac. I have the 365 package.

    Group emails were erratic, but finally worked, now not working at all.

    It there no solution?

    Was this answer helpful?

    0 comments
  5. Anonymous
    2024-05-09T20:19:35+00:00

    Same exact issue here. Really annoying.

    Was this answer helpful?

    0 comments