Send mail stuck in your Outbox, or delete it.
The usual cause for stuck mail is a large attachment. Watch this video
to learn how to send or delete stuck mail.
Fix messages that are stuck in the Outbox
When a message gets stuck in your Outbox, the most likely cause is a large attachment.
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Click SEND/RECEIVE > Work Offline.
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In the navigation pane, click Outbox.
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From here, you can:
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Delete the message. Just select it and press Delete.
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Drag the message to your drafts folder, double-click to open the message, delete the attachment (click it and press Delete).
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Delete the message. Just select it and press Delete.
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If an error tells you Outlook is trying to transmit the message, close Outlook. It may take a few moments to exit. If Outlook doesn’t close, press Ctrl+Alt+Delete and click Start Task Manager. In Task Manager, click the Processes tab, scroll down to outlook.exe, and click End Process.
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After Outlook closes, start it again and repeat steps 2-3.
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After you remove the attachment, click SEND/RECEIVE > Work Offline to deselect the button and resume working online. Messages also get stuck in the Outbox when you click Send, but you are not connected. Click SEND/RECEIVE and look at the Work Offline button. If it is blue, you are disconnected. Click it to connect (the button turns white) and click Send All.
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