"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

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  1. Anonymous
    2023-11-14T11:14:15+00:00

    Currently the behaviour changed for me.

    The mails don't go in the Outbox and cannot be edited but are now saved as drafts so I can edit them and try to send again.

    Now when I go into drafts, click send again, it fails the 2nd time. Then a third time etc. pp. At some point though the mail is being sent. It's between the first or sometimes the 20th try but eventually it's being sent. I just can't figure out what's holding it back, maybe a connection issue?!

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  2. Anonymous
    2023-11-15T19:10:21+00:00

    Where are we at with this fix? Lots of users wasting lots of extremely precious time futzing with Microsoft's blatant contempt for its users. Hire more developers. Fix. It. Now.

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  3. Anonymous
    2023-11-16T09:41:33+00:00

    This problem is infuriating and I agree with the sentiment and accompanying comments.

    I finally got one of these messages to send by logging into Office365 online, going to the drafts folder, and sending it from there.

    If I could figure that out, then I don't know why someone getting paid by Microsoft can't do it and suggest it to people.

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  4. Anonymous
    2023-11-27T13:32:48+00:00

    Same issues on both count, empty attachment on sending messages and error when sending message when replying or forwarding message with HTML in the body or embedded graphic.

    Thanks

    Jean-François

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  5. Anonymous
    2023-11-28T23:54:22+00:00

    Same issue - been going on for about 3 months on/ off. Can't track exactly why - images/ no images, attachments or not - seems to be an all consuming issue when I reply & fairly random.

    Microsoft are you even going to tell us you're looking into this?

    The attachments issue took a couple years to solve & it started like this - HELP

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