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

Locked Question. This question was migrated from the Microsoft Support Community. You can vote on whether it's helpful, but you can't add comments or replies or follow the question.

0 comments

240 answers

Sort by: Most helpful
Most helpful Newest Oldest
  1. Anonymous
    2023-07-17T17:41:28+00:00

    Was this answer helpful?

    0 comments
  2. Anonymous
    2023-07-17T17:35:19+00:00

    It isn't updating with the Beta version update selected. Still says 16.75. Says mine is updated. Even tried using automatic app updater to push the update.

    Anyone else having this issue?

    Was this answer helpful?

    0 comments
  3. Anonymous
    2023-07-17T15:55:21+00:00

    Hi all,

    It looks like a possible fix has been deployed in BETA / Office Insider. To access this, go to Help, Check for Updates, Advanced, and then select the BETA channel.

    The version you can update to is 16.76.

    I've been testing this for half a day, and so far have had no issues with attachments or images....MS support told me this was fixed in this version. I'll reserve judgement, but worth others trying also.

    Best,

    Dom

    Seems to be working for me. For now, at least.

    Was this answer helpful?

    0 comments
  4. Anonymous
    2023-07-17T14:27:14+00:00

    Good morning,

    Just stumbled on to a workaround. Switch back to Old Outlook and then back to New Outlook seems to clear the issue. At least for a while.

    Can someone else try that?

    Mark

    Was this answer helpful?

    0 comments
  5. Anonymous
    2023-07-17T09:58:13+00:00

    The same problem here as well. It started about 6 weeks ago and happens several times a day. Currently, it is rather a matter of luck when you get an eMail with the attachments going out. This is MAXIMUM frustrating!

    By the way, not only the pure attachments are deleted, but also all inserted images (e.g. from the signature). Before the sending process the mail is still correct in Outlook, as soon as it is in "Sent" the attachments are missing. Sometimes it works with the first resend, sometimes it takes 2-3 tries.

    Setup here:

    • Microsoft Outlook for Mac (Version 16.75, 23070901)
    • License Microsoft 365 subscription
    • MacBook Pro
    • Apple M1
    • macOS Ventura, Version 13.4.1 (c)
    • German language

    Was this answer helpful?

    0 comments