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
    2023-09-04T12:54:30+00:00

    Let us know what happens in about a day or so. I found as well that this works, strangely, but seems to stop working about 12 to 24 hours later.

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  2. Anonymous
    2023-09-04T10:59:14+00:00

    i tried the same, but switching to legacy outlook makes me lose all email account i have, meaning it is completely empty.

    So i switched back to new outlook immediately.

    But i think what also works is not sending emails with attachment immediately but wait for a minute.

    Because sometimes you can see an attachment vanishing for a second inside the email and then reappearing.

    My interpretation was, that an upload happens in the background and if it does not succeed before sending the email, the attachment will be lost on the way.

    Did anyone else try some like that?

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  3. 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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  4. Anonymous
    2023-09-01T00:22:28+00:00

    What is going on at Microsoft!!!

    Now this Findtime bug for three days and no response!!

    Our users are seeing errors in Findtime "Your poll can't be displayed - Microsoft Community

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  5. Anonymous
    2023-08-30T23:08:46+00:00

    Using a Macbook Pro with M1Pro chip; Using Ventura 13.5.1 with Outlook version 16.76.1

    For what it's worth, Legacy Mode in Outlook seems to bypass this problem--New Outlook mode is still an issue.

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