Hi,
I am currently using free certificates from StartSSL. Letsencrypt automates ssl certificate creation and signing. It's a bash/zsh script that can launched via cron and it authenticates the domain via dns or http (in my case http with Nginx). Domains can be added with a -d on command line. Resigning is automated
and easy. The sym links in /etc/letsencrypt/ allows you to point to working pem and private key file. Eg sendmail, Nginx, dovecot.
It took me about a couple of hours to get it working on FreeBSD. As beta is now open to all, you can generate any amount of ssl certificates.
Pros: It means that all clients to the server don't have to install your self signed. In my case, the hybrid nature of our relationship with office 365 allows the sendmail gateway to send all outgoing mail to office 365 and its verified by the ssl cn of
the sendmail server. Really cool!
Ssl certificate market for plain certain is rightly doomed with this technology
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