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
    2022-08-25T13:04:23+00:00

    I agree, poor ... and embarrasing. Wasn't using legacy mode for a while but had no issues until about 4 weeks ago. Not sending attachments is crucial for a so called business tool. It is embarrassing that users are forced to switch to an old version and so being excluded from any innovation.

    An interesting side note: under sent emails, the attachment can be found until Outlook is closed and restarted. After that the attachment is gone there too.

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  3. Anonymous
    2022-08-17T02:17:24+00:00

    I started having this issue yesterday, also on v16.63 beta (and coming/going thru Google), and based on EXCELLENT comments from many folks here, I quickly (OK, it took a while) switched back to Legacy version. Once there, couldn't drag-n-drop PDF file into email, but was able to Attach File by navigating to it and Choosing it... and it seems to have worked! I'll try DnD again later...

    Agree with everyone else's B&M's here directed at Microsoft - C'MON MS PEOPLE, get on the ball and fix this ****!

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  4. Anonymous
    2022-08-16T16:08:15+00:00

    Perfectly described! I have the same issue. Running MacOS 12.5 and MS Outlook 16.63.

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  5. Anonymous
    2022-08-15T20:18:17+00:00

    This is my concern as well, Adsha. We take great care to make sure all of our correspondence is professional and clean but not having attachments go through, after we've tried every method of attaching them, reflects horribly on our professionalism. C'mon Microsoft.

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