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If the Outbox is not visible, initiate a send and receive and open the Progress dialog. Go to Outbox and delete the stuck message.Hold the Shift key down while reopening Outlook.If you use Outlook 2011 and don't want to send the message or its stuck for other reason: Once you stop the send and receive, the Outbox will be visible (3) in the folder list.Either click the Stop Sync button (2) in the lower left or the little x at the right of the entry to stop the send and receive.If the Outbox is not visible, and you use Outlook 2016 for Mac, start a Send and Receive then: If you don't want to send the message, delete it from the outbox instead of removing the attachment.

This will re-send the message without the over-sized attachment.

When the message is stuck because it has a large attachment, the Outbox should be visible in the folder list.