>> The farthest I have gotten is getting smtp to issue 220 Ready to Start
>> TLS, and then it exits, that's running smtp with the -d flag.
>> /sys/log/smtp reveals a bunch of bad thumbprint x509 lines. I have tried
>> adding the sha1 hash to /sys/lib/tls/mail, but this has had no effect. 
> 
> For outgoing, you'll need to add a thumbprint to /sys/lib/tls/smtp.
> Your factotum will need a key with:
> 
> proto=pass service=smtp server=your-smtp-server user=your-user-name 
> !password=your-password
> 
> This message was sent with exactly that setup, though through ATT,
> rather than gmail.
> 
> BLS

Thank you for the response, this is exactly what fixed it, I didn't realize 
that /sys/lib/tls/smtp needed to exist as well. Everything seems to be working 
now, in fact I just sent this message on Plan 9! 

Erik, thank you also for the response, could you also clarify what the purpose 
of the -u flag is in upas/smtp, as far as I can tell it's not necessary for 
sending mail via gmail.

Thanks,

Grant


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