Sunday, November 22, 2015

Bigpond SMTP Fails

That's right! my Bigpond Internet service fails to deliver!

Fail 1
It does not allow outbound SMTP from my network to anywhere else except their own SMTP server

Fail 2
It has got limited number email relay allowed per day or month

I understand this to block their customers become spammer. However, their solution is stereotyping every single one of their customers as spammers.

To avoid this I use gmail to relay my email, bypassing bigpond all together.
So what I did:

Create a new gmail account - specifically used for relaying only, which a very strong password


Install required software

sudo apt-get install mailutils libsasl2-2 ca-certificates libsasl2-modules
Create Gmail credential file

vi /etc/postfix/sasl_passwd
add the following content

Modify the credential file permissions

sudo chmod 400 /etc/postfix/sasl_passwd
sudo postmap /etc/postfix/sasl_passwd
Copy the CA certificate

cat /etc/ssl/certs/Thawte_Premium_Server_CA.pem | sudo tee -a /etc/postfix/cacert.pem
Modify main.conf and add the following line

relayhost = []:587
smtp_sasl_auth_enable = yes
smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
smtp_sasl_security_options = noanonymous
smtp_tls_CAfile = /etc/postfix/cacert.pem
smtp_use_tls = yes

sudo /etc/init.d/postfix reload
Now my outbound SMTP relay is going through Gmail SMTP server authenticated.