“ffs ssl”
I just set up SSL TLS on my web site. Everything can be had via https://wingolog.org/, and things appear to work. However the process of transitioning even a simple web site to SSL is so clownshoes bad that it's amazing anyone ever does it. So here's an incomplete list of things that can go wrong when you set up TLS on a web site.
Wingo decribes the TLS misery aptly. See also Why p≡p project isn't reachable via commercial HTTPS.