If you want to send via a postfix mail server, it will need to conncet to dovecot, on debian this can take a few tweaks to get working.
I found the solution in: http://serverfault.com/questions/383212/sasl-plain-authentication-failed-another-step-is-needed-in-authentication http://ubuntuforums.org/showthread.php?t=1024866
If you see errors like:
Dec 31 22:46:56 machinename postfix/submission/smtpd[3891]: warning: SASL authentication failure: Password verification failed Dec 31 22:46:56 machinename submission/smtpd[3891]: warning: c-71-229-153-32.hsd1.co.comcast.net[71.229.153.32]: SASL PLAIN authentication failed: authentication failure Dec 31 22:51:05 machinename postfix/submission/smtpd[4039]: warning: SASL: Connect to private/auth failed: No such file or directory Dec 31 22:51:05 machinename postfix/submission/smtpd[4039]: fatal: no SASL authentication mechanisms
In dovecot: /etc/dovecot/dovecot.conf
#addition for letting postfix use dovecot for send auth
auth default {
auth_mechanisms = plain login
passdb pam {
}
userdb passwd {
}
socket listen {
client {
# Assuming the default Postfix $queue_directory setting
path = /var/spool/postfix/private/auth
mode = 0660
# Assuming the default Postfix user and group
user = postfix
group = postfix
}
}
}
In postfix: /etc/postfix/main.cf
smtpd_sasl_auth_enable = yes #ngg this tells us to use dovecot for sasl auth smtpd_sasl_type = dovecot smtpd_sasl_path = private/auth smtpd_sasl_authenticated_header = yes smtpd_sasl_security_options = noanonymous
Then kick and restart. The dovecot config is older but should work.