Sent emails in Mac Mail going straight into Outbox - how can I fix this?

For several days now my emails sent from Apple Mail, which is certainly ( when working ) the best email service I've used, has failed to send emails and instead lodges them in my Outbox, where they remain, and the Mail Activity slot at the bottom datailing the progress of outgoing messages
tends to come to a halt halfway along the progress bar.
Very frustrating.
Any ideas?
Thanks / Jim Raff

Launch the Connection Doctor (Mail.app Window > Connection Doctor) and (if you see any red-dot warnings from the first pass of the tool, and you probably will) open the details drawer and re-run the connection tests.  If you can't figure out the error from what details are generated by the tool, post the expurgated data — edit out any sensitive data — and post it here.
Also (though this probably won't help) repair your mailbox.  Mail.app Mailbox > Repair.
See if you can access the target mail via the web app, and see if there are any issues with that server; if things are working "normally" via the web interface.  (Details of the web interface vary.)
Also confirm the outbound mail message doesn't exceed some limit on the mail server, such as the total storage quota for the target mail server, or the size of the message being sent; something that might cause the message to be rejected by the mail server.
In the above, I'm going to assume you are not running OS X Server here, and are just running 10.6 client.  If you are running OS X Server 10.6, then you'll want to have a look at the mail server log files at a start.  OS X Server has its own mail server, and debugging that is somewhat more complex than debugging the Mail.app mail client in OS X software, and some other mail server.

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