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
    2023-11-01T13:00:33+00:00

    For me, it doesn't have to do with OneDrive.

    On Windows, new client, if you are attaching a OneDrive file from your recents, it puts it as an attachment but is really a shared link. That works great. Mac has never had the ability. So, OneDrive links just get pasted in line with the body of an email, and they have worked fine.

    What wasn't working is when you do an attachment from what the Outlook client believes is a local drive. When you send, you can see it, however, after it's sent, it's not there and it's not stored in the Sent copy either.

    For about the last four weeks, it's been fixed and I haven't had the problem.

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  2. Anonymous
    2023-11-07T15:31:13+00:00

    Microsoft this is a joke.

    I am using this to communicate to my customers and suppliers who must think I am a moron.

    The attachment is there in the email, but when I hit send it is removed!

    We are all paying you plenty of money for software where a basic function is broken!!!!!!!

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  3. 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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  4. Anonymous
    2023-11-07T15:55:48+00:00

    I lost one 5 mins ago!

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  5. 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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