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
    2023-11-07T16:05:11+00:00

    It's been a month or so and haven't lost an attachment, Yay. Not sure what changed, but appears to be working as intended.

    However, I will not update the Macbook software in fear that it will start dropping attachments all over again.

    I've been using the old Outlook for Mac for the past few months because of this problem (it doesn't suffer from this problem), but I'd like to go back to the new one some day. Until Microsoft confirms its fixed though, I'm reluctant to suffer the humiliation of looking like a moron to my customers, as Ross mentioned.

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  2. Anonymous
    2023-11-07T15:42:16+00:00

    It's been a month or so and haven't lost an attachment, Yay. Not sure what changed, but appears to be working as intended.

    However, I will not update the Macbook software in fear that it will start dropping attachments all over again.

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  3. Anonymous
    2023-09-05T13:55:23+00:00

    I have the Version 16.76.2 (23082700) and the bug still exists.

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  4. Anonymous
    2023-09-04T09:51:52+00:00

    It looks like i was able to fix this problem by

    • updating to 16.76 (this alone didn't fix the issue)
    • then switching to legacy version of outlook
    • forwarding a couple of emails with attachments to myself to confirm that the legacy version works
    • switching back to new version of outlook.

    It's weird but it seems the issue which removed attachmends when sending or forwarding mails is gone now.

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  5. Anonymous
    2023-07-14T07:42:02+00:00

    Same issue, despite updates, still not working. Now on 16.75

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