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
    2023-05-26T15:14:31+00:00

    This is happening to me as well. I can not figure out what to do!!

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  2. Anonymous
    2023-05-26T15:36:46+00:00

    This issue has persisted for more than a year. Despite frequent cosmetic updates to the app, the underlying problem remains unaddressed.

    I previously posted about this here, only to receive a standard reply suggesting I contact the Outlook for Mac support team. This team seems to be instructed to lead customers on an unproductive chase with tasks that ultimately lead to no resolution.

    Below is the link to my post: https://answers.microsoft.com/threadauth/090302fb-4eb2-4696-90a0-330cc6d1bea7/messages/fcd2ed9c-a1be-40e1-a8a2-bb51d59507c

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  3. Anonymous
    2023-06-13T15:32:15+00:00

    Same issue. I use MS365 for work and it’s embarrassing to send emails regarding an attached document and have it go missing in transit when corresponding with an executive.

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  4. 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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  5. 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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