You should enable SMTP debugging to help resolve mail issues. More info on the
mail settings page.
As mentioned on that page, use a reliable SMTP service for better mail reliability, DO NOT use your own server settings, especially if you are
on a shared server!! Using a trusted SMTP service is always recommended.
If you are having issues sending email over SSL, this is nothing to do with this software or the mail system used by this software. Most likely
your server`s SSL is installed incorrectly. If you have issues, you can disable SSL checking (in favour of always allowing insecure connections) by
changing the following option in the 'control/classes/mailer/class.send.php' file:
private $allowInsecure = 'no';
Setting this to 'yes' will allow insecure connections. Whilst this is a workaround, it is NOT recommended.