[id10t]

Originally Posted by stomachmonkey

For those of you who think you may need SSL look at Let’s Encrypt, https://letsencrypt.org

Free and works.

Free, works, and works well. Also works for doing SMTP w/ SSL/TLS and wrapping both POP3 and IMAP in SSL.

"Only" down side is short certificate life but if you have the skills to be messing around setting up web/mail servers and needing SSL you should be able to set up a cron job to keep your certificate valid.