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
    2023-05-24T17:17:45+00:00

    I'm sorry, but the issue persists. It's crucial that it gets resolved as it's quite embarrassing.

    Was this answer helpful?

    1 person found this answer helpful.
    0 comments
  2. Anonymous
    2023-04-28T17:25:54+00:00

    Hello Everyone,

    Like many of you, I have encountered the same problem and have managed to find a temporary workaround. I observed that when I tried to attach a file to my email from my Mac's download folder, the email would be sent without the attachment. However, when attaching a file from my desktop or a different folder other than the download folder, the attachment was successfully included in the test email I sent. This issue is quite frustrating, as I now have to move files around to ensure they are properly attached when sending emails. Microsoft should prioritize addressing this concern and provide a solution.

    Was this answer helpful?

    1 person found this answer helpful.
    0 comments
  3. Anonymous
    2023-02-03T19:34:23+00:00

    Hi Everyone,

    Using Outlook 16.69.1 on my new MacBook Pro M2 with Ventura, and attachment problem still exists! So embarrassing, as every other email I send doesn't have the attachment send with it...so unprofessional.

    So, when will you MS arrogant meatheads fix this? God, I hate your products.

    Was this answer helpful?

    1 person found this answer helpful.
    0 comments
  4. Anonymous
    2022-11-22T15:44:41+00:00

    Happy to report that with the new Mac OS Ventura, Apple seem to have fixed the issues that were preventing us from using Apple Mail, so looks like we can now ditch the dumpster-fire that is Outlook for Mac and use a piece of software that actually works.

    Microsoft have had more than enough time to sort this out, but clearly have no interest in doing so because we haven't bought machines that use their awful operating system.

    Was this answer helpful?

    1 person found this answer helpful.
    0 comments
  5. Anonymous
    2022-11-16T18:01:43+00:00

    Thanks Joolz. Fingers crossed, but it's worrying that Microsoft seems to think this is fixed. :(

    Was this answer helpful?

    1 person found this answer helpful.
    0 comments