This browser is no longer supported.
Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support.
![](data:image/svg+xml, %3Csvg xmlns='http://www.w3.org/2000/svg' height='64' class='font-weight-bold' style='font: 600 30.11764705882353px "SegoeUI", Arial' width='64'%3E%3Ccircle fill='hsl(128, 8%, 22%)' cx='32' cy='32' r='32' /%3E%3Ctext x='50%25' y='55%25' dominant-baseline='middle' text-anchor='middle' fill='%23FFF' %3EA%3C/text%3E%3C/svg%3E)
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.
Has anyone found a real solution to this as of yet? In this case, reverting to "Old Outlook" is not an option.
I have the same issue, new Mac, new installations of Outlook for Mac. It is now October 2024. I see that the first complaints about this DEFECT were lodged over a year ago.
WHY DOES MICROSOFT NOT FIX THIS?
The little red warning box does not remain visible for long. On a large screen it is easy to overlook it.
The effect is this: one can write an email, send it off, assume (how unreasonable!) that it was sent and then wait for a response, as I just did, for two weeks, on a time-sensitive project. Then, while I was looking for something else entirely, I find it in the drafts folder.
FIX IT.
I would do this as well but lost all my signatures. Just a note for anyone who uses these heavily for templates.
I found a trick that is somehow working until now. Whenever I have this issue of emails not being sent, I change to legacy mode and switch back to the new version. Once I am back to the new version, I can send the email without any issues.
I am still getting the Message Failed to Send red error box 99% of the time I try to send an email.