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
    2023-08-17T08:30:28+00:00

    Microsoft has updated Incident EX637339 on 16 August as below:

    Title: Some users' email with attachments sent from Outlook for Mac may be delivered without attachments

    User impact: Users' email with attachments sent from Outlook for Mac may be delivered without attachments.

    More info: Users can verify if they’ve encountered this problem in Outlook for Mac by reviewing their Sent Items to validate if a sent message contains an attachment. If users don't see the attachment, they can reply to the message in their Sent Items folder to reattach and send the message again.

    Current status: We've completed the Outlook for Mac update which contains the fix and released it to the affected environments. The majority of affected users should have automatically received the fix at this point. However, we've determined that the existing fix may not address all factors contributing to the issue. We're developing and testing an additional mitigation to address any remaining impact, which we anticipate will begin deploying to affected users by our next scheduled update.

    Scope of impact: This issue is specific to a very small percentage of users' email with attachments sent from Outlook for Mac.

    Start time: Tuesday, July 11, 2023 at 4:08 AM GMT+8

    Root cause: A conflict occurring with how our service detects attachment IDs before sending email in Outlook for Mac is resulting in the service removing attachments on sending email.

    Next update by: Wednesday, August 30, 2023 at 2:30 AM GMT+8

    I've updated to the latest (non-beta) version, and I'm still facing the same issue so certainly seems to be the case that the "existing fix may not address all factors contributing to the issue". I'm hoping the "additional mitigation to address any remaining impact" arrives soon.

    Was this answer helpful?

    3 people found this answer helpful.
    0 comments
  2. Anonymous
    2023-07-17T18:47:43+00:00

    I tired the Beta version and still no attachments coming through.

    Was this answer helpful?

    3 people found this answer helpful.
    0 comments
  3. Anonymous
    2023-07-17T14:35:46+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

    Was this answer helpful?

    3 people found this answer helpful.
    0 comments
  4. Anonymous
    2023-06-30T13:05:08+00:00

    The "Contact Support" method is useless. Folks, don't waste your time.

    Was this answer helpful?

    3 people found this answer helpful.
    0 comments
  5. Anonymous
    2022-09-04T06:35:04+00:00

    This is a known and confirmed issue when using Google Workspace and new Mac Outlooks. All versions have the same issue.

    @Microsoft can you please do a proper investigation and bug fix. It is extremely annoying when a basic functionality is not stable.

    Was this answer helpful?

    3 people found this answer helpful.
    0 comments