defaults tls on logfile ~/.cache/msmtp.log account mit host outgoing.mit.edu port 465 tls_starttls off auth on from moreka@mit.edu user moreka passwordeval pass show mail/smtp account gmail host smtp.gmail.com port 587 auth oauthbearer tls_starttls on from m.r.karimi.j@gmail.com user m.r.karimi.j@gmail.com passwordeval oama access m.r.karimi.j@gmail.com tls_trust_file /etc/ssl/certs/ca-certificates.crt account default : mit