SmarterMail will attempt to deliver mail only to the servers listed as MX records for the domain you are sending to, and will attempt delivery to those servers directly. As to the TLS/SSL transmission of messages, this requires two steps:
1. Implement SSL/TLS on SMTP port 25 under Settings>Bindings>Ports.
2. Navigate to Settings>Protocols>SMTP Out and verify the TLS options are enabled there.
I hope this helps but please let me know if you have any follow up questions.
Kyle Kerst
IT Coordinator
SmarterTools Inc.
www.smartertools.com