Outlook 2011 for Mac has an annoying habit of getting items stuck in it’s outbox and often it’s not clear (or even possible) to see where these items are to delete them.
You will often see this happen if you send an email and cc or bcc a larger number of recipients when you’re using gmail, or sometimes if one of the addresses are invalid.
You will see the button for the Outbox at the bottom of your messages, it will show there is 1 email in the outbox, but when you click on it to view the outbox, there are no emails there. Or, in the case I saw, it said there were three emails in the outbox, but only two visible.
Fortunately, there’s an easy fix, thanks to AppleScript:
Launch AppleScript Editor, type in the following snippet and hit the Run button. Boom, stuck emails begone!
tell application “Microsoft Outlook”
delete every message of outbox