> 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


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