"Message failed to send" Red Error box in Outlook 365 for Mac

Hi David, thanks for the update. I am using the version of Outlook you mention, 16.86 with Sonoma 14.5 and unfortunately my problem seems to be happening more frequently (strangely since I posted on this forum!) I'm glad to hear it resolved for you.

Yep - as far as i'm aware.

Hello,

When you say updated everything is that the latest Mac OS as well as Outlook?

I will give this a try on one of the machines that is having the problem to see if it rectifies the problem.

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

We have not had any issues for over a month now. I'm sure I'm going to jinx it by sending this. We have everything updated to current versions
Version 16.86 for Outlook. Before this we were getting issues every day

Hopefully the last update solved this - fingers crossed

We have a customer who has also had this happen to their Outlook on their Macs. Again an intermittent issue but they have updated again today to say the problem is still happening.

Do we know if Microsoft are aware of this issue properly or do I need to log a call with their hopeless support?

I've not tried any workarounds as of yet as I'm unsure of what to try.