[Solved] OS X Server with SMTP Relay

Had a similar problem. This helped me – main.cf myhostname = smtp.gmail.com # Use Gmail SMTP relayhost = [smtp.gmail.com]:587 smtp_sasl_auth_enable = yes smtp_sasl_mechanism_filter = plain smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd smtp_use_tls = yes smtp_tls_security_level = encrypt tls_random_source = dev:/dev/urandom smtp_sasl_tls_security_options = noanonymous and sasl_passwd [smtp.gmail.com]:587 [email protected]:pass 1 solved OS X Server with SMTP Relay