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
    2023-08-11T13:30:06+00:00

    Has there been any update on this? Outlook is now auto updating me to the new outlook on start and having to roll back to old outlook is annoying.

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  2. Anonymous
    2023-08-11T08:46:06+00:00

    Same issue here! It’s hugely embarrassing for me and for Microsoft to be unable to fix this is simply appalling.

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  3. Anonymous
    2023-08-10T15:27:49+00:00

    I have switched back to classic Outlook for now. I do miss the functions that exist in the latest Outlook versions but I cannot handle the uncertainty of if basic functions like attachments will work or not. I am not the only person in my company with this issue. What is it going to take to resolve this.....?

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  4. Anonymous
    2023-08-10T14:56:45+00:00

    In the first hour of my day today, I've sent two emaisl with attachments, then immediately checked and the attachments didn't go through, so made Dropbox link and sent it that way. what a PITA. A major issue **** when one of my clients needs an email, and their company firewall blocks all links and I can't send attachments. At that Time it really becomes an issue. I'm at a loss, it works, then it doesn't , then it does, then it doesn't. No rhyme or reason to it. Maybe time to use something else which would suck as Outlook used to be pretty good.

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  5. Anonymous
    2023-08-10T14:21:59+00:00

    Same here - My clients think I am unable to remember to attach files. Microsoft - Please fix this. It's so unprofessional.

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