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Hi everyone - has anyone had issues with sending emails using Outlook 365 for Macs? Especially a red error box that appears at the bottom (attached) and says "Message failed to send Open" The email is then stuck in drafts with the option to continue editing but it is simply frozen in drafts and the only way is to delete and try again. Alternatively, you can go to the webmail version of outlook, find the drafts folder and send from there. This has been happening on/off for several weeks now, no pattern, just happens occasionally.
This version of Outlook 365 is absolutely **** with so many issues
Using older versions of Outlook for Mac for personal email and calendar
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.
This problem is infuriating and I agree with the sentiment and accompanying comments.
I finally got one of these messages to send by logging into Office365 online, going to the drafts folder, and sending it from there.
If I could figure that out, then I don't know why someone getting paid by Microsoft can't do it and suggest it to people.
Where are we at with this fix? Lots of users wasting lots of extremely precious time futzing with Microsoft's blatant contempt for its users. Hire more developers. Fix. It. Now.
Currently the behaviour changed for me.
The mails don't go in the Outbox and cannot be edited but are now saved as drafts so I can edit them and try to send again.
Now when I go into drafts, click send again, it fails the 2nd time. Then a third time etc. pp. At some point though the mail is being sent. It's between the first or sometimes the 20th try but eventually it's being sent. I just can't figure out what's holding it back, maybe a connection issue?!
This makes me LOL
Published Time: 11/7/2023 3:34:26 PM Title: Some users' email with attachments sent from Outlook for Mac may be delivered without attachmentsUser 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’re continuing the process of developing a long term solution to fully resolve this problem for all affected users, which is taking extra time due to the complexity of the impacting scenario. We’ll provide a timeline for the final fix deployment when available.Scope of impact: This issue is specific to a very small percentage of users' email with attachments sent from Outlook for Mac.Start time: Monday, July 10, 2023, at 8:08 PM UTCRoot 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: Tuesday, November 14, 2023, at 10:00 PM UTC
This and the dropping attachments issue is COMPLETELY INEXCUSABLE guys. Two absolutely rudimentary issues going on for months now.
It's making me appear unresponsive to client and company emails.
FIX.
IT.