This browser is no longer supported.
Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support.
![](data:image/svg+xml, %3Csvg xmlns='http://www.w3.org/2000/svg' height='64' class='font-weight-bold' style='font: 600 30.11764705882353px "SegoeUI", Arial' width='64'%3E%3Ccircle fill='hsl(128, 8%, 22%)' cx='32' cy='32' r='32' /%3E%3Ctext x='50%25' y='55%25' dominant-baseline='middle' text-anchor='middle' fill='%23FFF' %3EA%3C/text%3E%3C/svg%3E)
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?
Using older versions of Outlook for Mac for personal email and calendar
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.
Same here. It is extremely unprofessional and embarrassing. Luckily with my colleagues within my organization, I'm able to upload to dropbox and send them a link to the document. But what are we supposed to do in the meantime when I have tons of financial reports and documents to send to other organizations?!
I have had intermittent issues with attachments "disappearing" and am running the lastest versions of Ventura and Outlook )desktop version), because the webbased version does not support multiple mailboxes (or am I missing something). This has become a nightmare for me as most of my emails include a document.
Please help.
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.
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.
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!