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
    2023-08-29T14:49:19+00:00

    Hi

    @Microsoft - this is painful and a productivity killer!

    I am reverting to the use of the browser to send emails where I have attachments...

    Tried uninstalling the App, restarting and still not resolved.

    Interesting as I have the Hubspot plugin applied too – maybe not compatible with the latest version?

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  2. Anonymous
    2023-08-30T07:29:14+00:00

    I've just installed Outlook v16.76.2 (23082700) and from early testing it seems to have resolved the image / attachment blocking issues. I'm on the "Current channel (Preview)" update channel in Microsoft AutoUpdate.

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  3. Anonymous
    2023-08-30T15:04:07+00:00

    Just tested it and still removing attachments for me. :-(

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  4. Anonymous
    2023-08-31T17:27:28+00:00

    On this version as well (on Current Channel track) and still having the issue.

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  5. Anonymous
    2023-08-31T19:55:40+00:00

    This started for me a few weeks ago. Will randomly not send attachments or will sometimes send only some of the attachments. Running Outlook for Mac v16.76.2 on Mac OS Ventura 13.2.

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