Outlook for macOS: Dropping attachments (randomly)

Anonymous

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?

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91 answers

Anonymous

2023-07-25T14:59:30+00:00

This is so frustrating when will it be fixed?????
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Anonymous

2023-07-21T23:16:00+00:00

I'm having the exact same issue with Outlook for Mac. the attachments are there when sent, then I watch them disappear along with my signature. It's intermittent, and may/may not happen. I've resorted to adding everything to dropbox and sending a dropbox link, which as much time as it takes is better than looking like I forgot, for the umpteenth time.

This thread is pretty much a duplicate of one I saw from May 2022, so it is ongoing. Seems to also have something to do with Gmail as the server. I really hope they get a fix!

So Legacy huh? Just might work as I only switched over to the "latest and greatest" a few months ago.
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Anonymous

2023-07-20T11:47:41+00:00

Same happening to me. Pathetic response from Microsoft! It’s 2023 and we can’t send attachments?! 🤦🏻‍♂️🤦🏻‍♂️
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Anonymous

2023-07-18T01:55:29+00:00

Happening to me too. This is such a basic feature of email that I can’t believe it hasn’t been fixed yet.
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Anonymous

2023-07-14T18:29:32+00:00

Having the exact same problem with the exact same version as of 7/14/23.
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