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I have an issue whereby Outlook for Mac is losing attachments when sending emails (typically, but not exclusively, PDF files).
If a file(s) is/are dragged and dropped into an email it is shown as attached and appears to send as normal. There are no error messages or bouncebacks, and the first we know that the email has lost the attachment is when we are advised by the recipient. Then when checking the sent folder, the email is there but again without the attachments.
Doesn't do this every-time though... sometimes the email goes with the attachments as it normally should.
I'm using version 16.62 (22052500)
Has anybody else had this issue and is there a fix? Or is it a software glitch?
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.
After searching for the answer and getting frustrated, I did the oldest trick in the book. Turned the computer off and back on. Voila everthing is attaching now. I am using Mac OS Monetary 12.5.1
Its 29 September 2022 and I am still experiencing this issue. I cannot work like this...
Andreas,
Yes, you are correct. This issue ties directly to New Outlook + digitally signed emails. If the outbound emails are not digitally signed, the attachments deliver successfully.
First... Be aware to whom you are responding to... I'm not Nathan
And this is simply frustrating that there are a lot of threads escalating the issue for the last few months but you people are just still investigating the issue. Are you people using a different mail client for interactions which sends the attachments without any issues? If yes, please let me know so that i can switch over to that rather than just using Ms365 since i don't want to waste my money on some crappy application and unhelpful support
Same problem here with Mac Studio installed with with Monterey 12.4 and Outlook 16.62. Worrying thing is that it doesn't happen all the time but in totally unpredictable ways! And it causes multiple of my customers to think that I am no good at my job! It is also clear that it doesn't only occur with the most recent version of the office suite because I was forced to re-install an older version (16.62) because the most recent PowerPoint version also contained a very irritating bug. This whole problem has costed me lots of time! Very embarrasing for a company that prides itself on providing productivity for the user.