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The next step I'd recommend is running Wireshark on each box, capturing packets to and from the gmail server. On the workstation you should get the complete set of connect, auth, send, and quit; comparing that with however far the server gets might provide helpful data (different ports, commands, etc). Once you know what is different you'll be closer to figuring out why.


In reply to Re^7: MIME::Lite error => SMTP auth() command not supported on smtp.gmail.com by keszler
in thread MIME::Lite error => SMTP auth() command not supported on smtp.gmail.com by ted.byers

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