Outlook for macOS: Dropping attachments (randomly)

Anonymous
2023-06-05T09:33:54+00:00

Hello all,

For some reason, Outlook for Mac is dropping attachments and images in the emails I send. It's random, but it happens to me quite often. I managed to find out that this issue has historically occurred with other people using older versions. It seems that this bug has returned to Outlook for Mac.

I have the latest version 16.75.

macOS is also updated, i.e., macOS Ventura 13.4 (22F66).

I didn't have this problem before. It appeared about a month ago. In the meantime, a new version of macOS has been released and there have been several updates for Outlook, but the situation persists.

Attachment randomly disappears from the e-mail which I send with the attachments and pictures. It looks very unprofessional.

This is example how it looks when I add picture to the e-mail when the message is sent.

If I try it once again on the second attempt the attachments/pictures are sent without issues.

I need help, please.Any advice?

Outlook | MacOS | Legacy Outlook for Mac | For home

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  1. Anonymous
    2023-08-01T07:40:10+00:00

    Just got this update via chat/support:

    With regard to the issue, we were able to identify this behavior as a BUG and it is fixed in our latest beta (Insider Fast) ring and we assume that this fix will soon be released to all users in the upcoming updates. I would request you to wait until this is introduced in the Current build (Production build). For immediate fix, we would recommend you to update Outlook to beta version 16.76.23070700  and check if it helps.

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  2. Anonymous
    2023-07-31T16:28:39+00:00

    Still having this issue. Constantly having clients reply telling me i've forgotten to attach the document when i haven't forgotten. Really frustrating. Its like a glitch when files are being added in. Can sometimes see the attachments suddenly disappear before i've hit send.

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  3. Anonymous
    2023-07-27T09:10:18+00:00

    I've had this same issue for several weeks, this might give some insight.

    In the Mac client, If I attach documents, close the draft email, and then open the draft on the web interface, the attachments are still there (and yes, attaching files from the web interface works as usual). But if I instead send the email from the Mac client, the attachments disappear.

    The attachments disappear at times, and other times they go through. I just tested to try to isolate the issue, by sending files from Onedrive versus iCloud folders, and in this case, all attachments went through. It happens entirely intermittently.

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  4. Anonymous
    2023-07-26T14:55:46+00:00

    Doesn't work, uses some random email that it generates and doesn't use my Company email, so outlook 365 is useless.

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  5. Anonymous
    2023-07-26T14:34:03+00:00

    Have you tried it via the Outlook web interface? It always works for me.

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