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I use Chrome, Windows 7, TB9. Mail gets stuck in outbox, SEND UNSENT MAIL is greyed out (how can I change that?) and the only way to send email is to close TB, reopen, and then it asks if I want to send mail. HELP! I do a hundred emails a day because I run a small dog rescue. I am NOT tech...

As the title says, mail gets stuck in the Outbox, the SEND UNSENT MESSAGES is greyed out (why is that?) and the only way to send email is to close TB and reopen. Upon reopen it sends. Any solution as this is obviously cumbersome and time consuming. Also, I am NOT a techie, just a dumb retired...