Message stuck in Outbox

In Microsoft Outlook 2010 you may see the message got stuck in your Outbox without the timestamp.
This happens when you work offline and then connect to the network. Opening the email from the Outbox and clicking on "Send" does nothing. Of course you can open the unsent email, copy and paste the content into a new email and then send it, but there are more efficient ways:

  1. As a workaround you can move the unsent message to the Drafts folder. Then open it and click "Send".
  2. Disable or uninstall iCloud add-in
  3. Check for the active send delay rule. This may cause the trouble.

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