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
    2022-08-17T02:17:24+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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  2. 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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  3. Anonymous
    2022-08-15T13:53:55+00:00

    Yes I'm having the same issue on Outlook 16.63 with my new MacBook Air M1. Very frustrating because my co-workers must think I'm rushing through my email correspondence. I will be switching back to the old look until there's a fix which I honestly can't believe hasn't been addressed by MS. This is a basic function of email productivity.

    Ok I'm done complaining, I'll keep checking my updates..

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  4. Anonymous
    2022-08-12T14:49:56+00:00

    Contacted Microsoft through the report an issue link in help and received this response:

    Thanks for reporting this issue.Our engineering team is working on the issue, however, I don't have an ETA for when this will be fixed.Kindly continue to keep Outlook up to date as fixes are delivered in the form of updated releases of Outlook.Thank you for your understanding.I'm going to close the ticket now but if you need help again, please use the Help menu --) Contact Support link to ask a question or report an issue.Thank you for contacting Outlook Support.

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  5. Anonymous
    2022-08-12T14:42:37+00:00

    Hi Monica

    Next to the search box in top right there should be a toggle labelled 'New Outlook' which will be on. click on that - it will probably go through an install process though and you may have to re-add your account.

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