GMail as smartrelay on Ubuntu

Setting up GMail as a relay in Postfix always seems to be an issue with me. Here’s a quick overview of the process:

1. Install Postfix (if not already installed)
2. Configure Postfix (if no main.cf exists). Use:

   sudo dpkg-reconfigure postfix

3. Generate CSR, in /etc/postfix/certs

   /usr/lib/ssl/misc/CA.pl -newca
   openssl genrsa -out itchy.key 1024
   openssl req -new -key itchy.key -out itchy.csr
   openssl ca -out itchy.pem -infiles itchy.csr

4. Edit main.cf

   relayhost = [smtp.gmail.com]:587
   
   #auth
   smtp_sasl_auth_enable=yes
   smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
   
   #tls
   smtp_use_tls = yes
   smtp_sasl_security_options = noanonymous
   smtp_sasl_tls_security_options = noanonymous
   smtp_tls_note_starttls_offer = yes
   tls_random_source = dev:/dev/urandom
   smtp_tls_scert_verifydepth = 5
   smtp_tls_key_file=/etc/postfix/certs/itchy.key
   smtp_tls_cert_file=/etc/postfix/certs/itchy.pem
   smtpd_tls_ask_ccert = yes
   smtpd_tls_req_ccert =no
   smtp_tls_enforce_peername = no

5. Create /etc/postfix/sasl_passwd file

   gmail-smtp.l.google.com user@gmail.com:password
   smtp.gmail.com user@gmail.com:password

6. Generate map

   postmap /etc/postfix/sasl_passwd

7. Restart

   /etc/init.d/postfix reload

Resources:

1. https://help.ubuntu.com/community/Postfix
2. http://ubuntulinux.co.in/blog/ubuntu/set-up-postfix-for-relaying-emails-via-gmail-smtp-server/
3. http://bookmarks.honewatson.com/2008/04/20/postfix-gmail-smtp-relay/