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

Locked Question. This question was migrated from the Microsoft Support Community. You can vote on whether it's helpful, but you can't add comments or replies or follow the question.

0 comments No comments

91 answers

Sort by: Most helpful
  1. Anonymous
    2023-08-24T15:39:22+00:00

    No this update made the issue worse for me. I have 16.75.1 and it now drops almost every attachment instead of just a few that it did before.

    Was this answer helpful?

    0 comments No comments
  2. Anonymous
    2023-08-24T15:36:23+00:00

    I am having the same issue! Looks very unprofessional and we need a solution to this issue. Happens to me just about every time I try to send attachments. Sometimes it will send one and not the rest, sometimes it will drop them all.

    Was this answer helpful?

    0 comments No comments
  3. Anonymous
    2023-08-24T01:32:06+00:00

    I set up Outlook in Safari. It's basically the same thing these days. The attachments and images work fine. It's just beyond frustrating that Microsoft would release something like this!

    Was this answer helpful?

    0 comments No comments
  4. Anonymous
    2023-08-24T00:16:22+00:00

    I have the same problem and it is beyond embarrassing and unprofessional.

    Any solutions? I am desperate.

    Was this answer helpful?

    0 comments No comments
  5. Anonymous
    2023-08-23T23:07:16+00:00

    I was able to find a workaround, use OWA (or whatever it's called now :) ). I just don't like using my web browser to do email. Maybe I'm old fashioned.

    Was this answer helpful?

    0 comments No comments