account matthewlemon host mail.messagingengine.com from matt@matthewlemon.com tls on tls_certcheck off tls_starttls off #tls_trust_file /etc/ssl/certs/ca-certificates.crt port 465 auth on user matthewlemon@fastmail.fm #passwordeval python2 -c "import keyring; print keyring.get_password('fastmail', 'matthewlemon')" #passwordeval pass Email/fastmail #passwordeval gpg --no-tty -q -d /home/lemon/.password-store/Email/fastmail.gpg passwordeval gpg -d /home/lemon/.password-store/Email/fastmail.gpg logfile ~/.msmtp.log account gmail from matthew.lemon@gmail.com user matthew.lemon@gmail.com host smtp.gmail.com port 587 protocol smtp auth on tls on tls_trust_file /etc/ssl/certs/ca-certificates.crt passwordeval pass Email/gmail-application account default : matthewlemon