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
    2023-08-30T22:08:07+00:00

    I'm using a 2022 13 inch MacBook Air running Apple M2 and MacOS Ventura 13.5.1. What I experience is that if you revert to Legacy Outlook, run it for a couple of hours and then revert back to New Outlook, everything works fine for a couple of hours. Then, it starts randomly removing attachments and pictures until it removes them all. As mentioned in this feed, it seems to be something with a permissions issue for cache pictures. If you have your Sent folder open, you can literally see it happen. You can send an email with a picture in it, it shows up with the picture in your Sent folder right away, then, it takes about 5 to 10 seconds and the email remains, but the picture goes away (changes to the broken link). Same with an attachment. And, I've tried using delay send for the new Undo feature or schedule send, same thing. What seems to be going on is Outlook is capturing the picture and attachment in a cache folder (as it does on the PC side) and then when it goes to pass it off to the Send mechanism, access to where it stored the picture/attachment is blocked and the sending and thus saving the sent email turns into broken.

    What I'm using now is the New Outlook on Windows 11 using Parallels. Guess what, Windows 11 on Parallels works every time, NO issues!

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  2. Anonymous
    2023-08-30T19:26:12+00:00

    Just curious to get group feedback. I experienced this with my 2017 15-Inch MacBook Pro running on Intel Core i7 and MacOS Ventura 13.4.4. I circumvented it by rolling back to the old outlook. I recently got a 2022 13 inch MacBook Pro running on Apple M2 and MacOS Ventura 13.5.1 and am not yet seeing the attachment drop issues. Any chance this is related to the processor?

    I was also having problems with MS Teams video conferencing not working well on the 2017 MacBook (500% processor utilization with current version of O365 MS Teams) and that too went away with the new Mac. Just an observation..hope it helps.

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  3. Anonymous
    2023-08-30T17:10:33+00:00

    So does anyone here know how to get the attention of Microsoft on this? Anyone know Satya personally?

    Is this something we let the media know about, stockholders? It feels like we are stuck. Kind of like USB-C in the EU.

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  4. Anonymous
    2023-08-30T16:34:09+00:00

    I am in the same boat... This is ridiculous. It was intermittent in the first iteration of the problem; now it is no emails can be sent with attachments.

    Ugh.

    This is basic functionality that no longer works.

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  5. Anonymous
    2023-08-29T18:02:41+00:00

    Had to go back to using Parrells on my mac to not look like an idiot when it comes to sending emails saying, look at this picture and there's just a link to a broken image :(

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