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. Deleted

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  2. Anonymous
    2022-08-25T13:13:48+00:00

    Even worse, Microsoft seem to be starting to force the roll out of the new version. A couple of days ago Outlook announced that the new version would start automatically when the app was next closed. Fortunately after it did so there was still the option to then roll back to the Legacy version. My concern is that at some point they will force the 'update' and remove the legacy option - at that point I will be switching back to Apple Mail if they haven't sorted the problem.

    TBH the only reason I don't use Apple mail is that we have issues with PDFs that are attached to emails with Google Mail...

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  3. 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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  5. Anonymous
    2022-08-12T14:25:55+00:00

    Me too!

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