defaults protocol smtp logfile ~/.msmtp.log account DustinswanGmail host smtp.gmail.com port 587 protocol smtp from dustinswan@gmail.com user dustinswan@gmail.com passwordeval gpg --no-tty -d ~/.gmail-password.gpg auth on tls on tls_trust_file /usr/local/etc/openssl/cert.pem account DswanIOCOM host secure.emailsrvr.com protocol smtp auth on port 587 from dswan@iocom.com tls on tls_starttls on tls_trust_file /usr/local/etc/openssl/cert.pem user dswan@insors.com passwordeval gpg -d ~/.iocom-password.gpg account default : DustinswanGmail