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    So am I actually... But it's not the first...

    So am I actually... But it's not the first time...

    The server believes that your desktop is allowed to pass mail through it but it doesn't believe your notebook is allowed even though they both...
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    Nope... Something else is wrong... The SMTP...

    Nope... Something else is wrong... The SMTP server does not believe that your computer is allowed to send mail out. Call the owner of the server to fix the problem.
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    Can you run packet captures inside and outside...

    Can you run packet captures inside and outside you firewall?

    Compare what you see inside and outside and see if there is a diff... You don't need to know what you are looking at, just that there...
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