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
    2023-08-24T00:16:22+00:00

    I have the same problem and it is beyond embarrassing and unprofessional.

    Any solutions? I am desperate.

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  2. Anonymous
    2023-08-24T01:32:06+00:00

    I set up Outlook in Safari. It's basically the same thing these days. The attachments and images work fine. It's just beyond frustrating that Microsoft would release something like this!

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  3. Anonymous
    2023-08-24T15:36:23+00:00

    I am having the same issue! Looks very unprofessional and we need a solution to this issue. Happens to me just about every time I try to send attachments. Sometimes it will send one and not the rest, sometimes it will drop them all.

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  4. Anonymous
    2023-08-24T15:39:22+00:00

    No this update made the issue worse for me. I have 16.75.1 and it now drops almost every attachment instead of just a few that it did before.

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  5. Anonymous
    2023-08-24T18:47:48+00:00

    I have had intermittent issues with attachments "disappearing" and am running the lastest versions of Ventura and Outlook )desktop version), because the webbased version does not support multiple mailboxes (or am I missing something). This has become a nightmare for me as most of my emails include a document.

    Please help.

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