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
    2023-07-13T13:31:44+00:00

    Several of our Mac users are having the same issue - but not all.

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  2. Anonymous
    2023-07-13T11:29:05+00:00

    Hey,

    I'm also experiencing the same problem!

    When I attach files to my emails, once I send the email, it seems to remove the attachments. This is only happening on desktop, when I send via my phone attachments are fine.

    This is a really difficult bug to work with because I'm never sure about what has sent successfully to a client and what has arrived without attachments.

    Can anyone help with this?

    Any suggested fixes?

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  3. Anonymous
    2023-07-13T07:39:19+00:00

    Hi Jaap,

    I have been testing your observation and it seems even more ridiculous. I have tested three accounts in the same tenant and only one of them is affected. With the other ones, sending attachments work like it should.

    A new version launched yesterday - version 16.75 - offers no relief for this annoying phenomenon. So, Microsoft come on what is causing this???

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  4. Anonymous
    2023-07-13T07:04:59+00:00

    Interestingly, I've been having this issue since this week on one of my 365 accounts (M365 Business Standard). My other 365 account (in another tenant) is working fine (M365 E5).

    Could it have something to do with the subscription type?

    Reverting back tot classic Outlook solved the issue btw

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