My Message is stuck in outbox ....not sending?
Send another message and see it sends. If it does, you may have to copy the contents of the stuck message and send it again.
Does the e-mail have attachments?
What does Mail/Window/Connection Doctor Show? If the server is red, select it and look at the Show Details box.
Troubleshooting sending and receiving email messages
Troubleshooting sending email messages
Retrieving data ...