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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.
Does anyone know if Microsoft is actively working to resolve this?
I've tried a number of the suggestions and work arounds in this thread but unfortunately none of them have been successful!
This could indeed be the solution.
Now you mention it, I encountered this issue also after installing the Hubspot plugin.
I changed from the new version to the old version and then 2 days later back to the new version. I don't have any issue anymore with sending attachments so far, this setting (you mention below) is "on", I don't know if it was on when I had the issues.
My fix was to revert to the legacy version but as of today it's forcing me onto the new one.
Actually, this has been happening for over a year now. This thread was started I think in May of last year. I just think it's effecting more and more people as new updates roll out. So frustrating because there is no fix for this yet.
This is an issue as well as the fact that in-line images are not being sent. No error message is shown and the only way to know that images and attachments were not sent is to go to the Sent folder and click on the message there. Only the placeholder image boxes exist and not the images themselves.
Using Outlook for Mac OS 16.75 / 23070901 (not beta)