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
    2023-07-10T11:45:35+00:00

    Same issue here.

    It looks it can work if you are on 16.73.2 and if you use Legacy outlook.

    I am not sure that issue is resolved as sometime it send email without issues some time it stuck

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  2. Anonymous
    2023-07-10T14:28:47+00:00

    Same issue, v16.74.2 on MacBook Pro 16". I'm making a fool out of myself because I have to continuously resent attachments (by logging into the browser portal).

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  3. Anonymous
    2023-07-10T14:44:18+00:00

    Unfortunately I've tried now rolling the version back a number of times (to different versions).

    I'm still affected by the problem.

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  4. Anonymous
    2023-07-10T15:18:32+00:00

    I'm having the same issue. It's really embarrassing.

    Please sort this out!

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  5. Anonymous
    2023-07-10T15:31:36+00:00

    I also have this problem on Macbook Pro 16" with touchbar. Seems Outlook doesnt send attachments but Office 365 cloud will. Uninstalled office from Mac and re-installed. Still same issue.

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