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
    2023-06-29T23:59:10+00:00

    Thank you - may I ask what OS version you're on?

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  2. Anonymous
    2023-06-29T22:34:33+00:00

    This seems to be an issue still. I have a user with O365 Outlook App 16.74.2. He tried sending three attachments and they didn't go thru. They also don't appear in the email in the sent email. Worked from Outlook on the Web though.

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  3. Anonymous
    2023-06-28T21:57:10+00:00

    This is incredibly frustrating. I have 3 emails set up on one outlook and 2 are totally fine sending attachements but my primary I can't attach. How can I talk to someone today to troubleshoot?

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  4. Anonymous
    2023-06-16T15:00:08+00:00

    I was having the same issue but was able to send using the online version of Outlook (Outlook.com).

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  5. Anonymous
    2023-06-13T15:46:47+00:00

    Use Apple Mail - not had any issues at all with that for a while now.

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