Forum Discussion
mary_williams
Mar 13, 2026Tin Contributor
Outlook Not Sending Emails – Messages Stuck in Outbox
Hi everyone, I’m having trouble with Microsoft Outlook where my emails won’t send and keep getting stuck in the Outbox. My internet connection seems fine, and I can still receive emails, but nothing ...
Ahmed_Masoud97
Sep 10, 2026Steel Contributor
In Outlook, go to Send/Receive and select Work Offline.
Open the Outbox and delete the oldest message, or move it to Drafts and remove any large attachments.
Select Work Offline again to reconnect, then choose Send All.
If you're using classic Outlook, go to File, Options, Advanced, and make sure Send immediately when connected is enabled.
If even a small test email is still stuck in the Outbox, use Microsoft's support troubleshooting tools or ask your Microsoft 365 administrator to check the mailbox and service status.