Outlook 365 for Mac - not sending attachments

Anonymous
2022-05-27T14:24:12+00:00

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?

Outlook | MacOS | Legacy Outlook for Mac | For home

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  1. Anonymous
    2023-07-04T21:03:07+00:00

    Hi there,

    i am using the newest Mac app - Outlook v16.74.1. In the new outlook design, almost every forwarded mail with an attachment will lose its attachment. In the mail itself you see the file, but during the process of sending, the file will be deleted. You see it in the "sent-folder" - very very annoying.

    If I send this mail via the "old design", no problem occurs.

    PLEASE FIX THIS ISSUE ASAP - FORWARDING WITH ATTACHMENT IS A MAIN FEATURE OF AN E-MAIL APP!!

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  2. Anonymous
    2023-07-04T20:01:57+00:00

    I guessed that would probably be the case but thought I'd respond anyway. Thanks for the information re bug etc.

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  3. Anonymous
    2023-07-04T19:34:50+00:00

    It still boggles me that this issue gets fixed and break again and MS does not have a permanent solution. The amount of times that we look silly to others when we are "look at the attachment" only to get a response "you forgot the attachment ". No I did not forget it, the stupid Outlook once again is not sending it....

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  4. Anonymous
    2023-07-04T15:37:37+00:00

    Turning off "Undo Send" probably helped by chance as all other solutions (e.q. reinstalling Outlook, deleting account and re-adding). This bug was introduced about a week ago with last update. So hopefully the next update will fix it. It is indeed frustrating.

    P.S. I have another Mac on which I did not update Outlook to the newest version yet and guess what, no problem on this one.

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  5. Anonymous
    2023-07-04T12:00:23+00:00

    Initial test for me fixed it by turning off "Undo Send" in "Composing".

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