Send email from OSX Command line using gmail as SMTP

EmailOSXCommandLine.md

#Step 1: Update /etc/postfix/main.cf

$ sudo vim /etc/postfix/main.cf

Add the following lines, anywhere really, but preferably under the relayhost section:

relayhost = smtp.gmail.com:587
smtp_sasl_auth_enable = yes
smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
smtp_sasl_security_options = noanonymous
smtp_use_tls = yes
smtp_sasl_mechanism_filter = plain

#Step 2: Create /etc/postfix/sasl_passwd

sudo vim /etc/postfix/sasl_passwd

Add the following information. Note update and with your information

smtp.gmail.com:587 <username>@gmail.com:<password>

#Step 3: Restart postfix

sudo chmod 600 /etc/postfix/sasl_passwd
sudo postmap /etc/postfix/sasl_passwd
sudo launchctl stop org.postfix.master
sudo launchctl start org.postfix.master

#Test

$ echo "Hello" | mail -s "Test" <someone>@gmail.com

#Troubleshooting

$ tail -f /var/log/mail.log