If you’re unable to delete emails or empty the deleted items folder in Outlook, the following list of steps may help you troubleshoot the issue.

1. Verify you have a working internet connection.
2. Check your Outlook account settings.
3. Update Outlook and your OS to the latest versions.
4. Close Outlook and restart your computer.
5. Verify the recipient email address if sending an email.
6. Check for corrupted files.
7. Uninstall and reinstall Outlook.
8. Contact your email service provider’s support center.