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
    2023-08-08T19:37:56+00:00

    I have the same issue! Hope the 8/16/23 update works as well. Thanks for sharing.

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  2. Anonymous
    2023-08-10T08:51:11+00:00

    I'm facing this problem more or less since June 2023. Before, it happened from time to time, now, after the last updates there's no way to attach a file in an email. Please fix this problem, it's frustrating.

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  3. Anonymous
    2023-08-10T14:22:51+00:00

    I'm experiencing the exact same thing. Attachments disappear whilst sending. It is quite annoying!

    I was baffled to see that this omission is since mid 2022!

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  4. Anonymous
    2023-08-11T13:20:24+00:00

    I'm responding to this one so that other people can see it. I've been using this workaround since July 2 without fail.

    Click Outlook -> Work Offline -> Send your email with attachment normally -> Wait for it to show up in Outbox -> Click Go Online

    Thanks to Mike Edmonds1 who saved my sanity! This also fixes any signatures that are attached files.

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  5. Anonymous
    2023-08-11T13:36:09+00:00

    Thanks! I have been writing emails with attachments in the app, saving in drafts, going to the web version, and sending. Another work around.

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