My Outlook emails get stuck in the Outbox and never send. I can receive emails fine. This started today.
Emails stuck in the Outbox are usually caused by a large attachment, a corrupted email, or an authentication issue with your email server. First, try going offline and back online: in Outlook, click Send/Receive tab, then click Work Offline to enable it, wait 10 seconds, then click Work Offline again to go back online. Now try sending. If that does not work, open the Outbox folder, double-click the stuck email, and check if it has a large attachment over 25MB — most email providers reject attachments over 20 to 25MB. Remove the attachment, save the email, and try sending again (use OneDrive or Google Drive to share large files instead). If there are multiple stuck emails, select all of them in the Outbox and delete them — you can retype or copy them from Deleted Items. Also check your account password: go to File, Account Settings, select your email account, and click Repair. This refreshes the connection to your mail server. If you recently changed your email password, Outlook needs the new one — it sometimes fails silently without showing a password prompt.
