On FreeBSD

1: Check log:

tail -f /var/log/cron
tail -f /var/log/maillog

2: Replace sendmail with ssmtp
vi /etc/rc.conf file.. and add:

sendmail_enable="NO"
sendmail_submit_enable="NO"
sendmail_outbound_enable="NO"
sendmail_msp_queue_enable="NO"

3: Launch following commands:

killall sendmail
cd /usr/ports/mail/ssmtp/
make install replace clean

4: Edit ssmtp conf file:

vi /usr/local/etc/ssmtp/ssmtp.conf

…. and add following lines:

[email protected]
mailhub=smtp.example.com:465
RewriteDomain=example.org
UseTLS=YES
[email protected]
AuthPass=password222
FromLineOverride=YES
Hostname=yourhostname

5: Enter following command:

echo ‘ssmtp_enable=“YES”’ >> /etc/rc.conf

p.s.
other explained options of ssmtp.conf are here:

http://www.techrepublic.com/blog/it-security/use-ssmtp-to-send-e-mail-simply-and-securely/

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