Yeah, we are looking at this as an option, but big difference between enterprise software and consumer HA. Most aren't going to know where to begin to personally sign a cert, make a private CA or import keys properly.
Most interesting model is how Plex did things... We will see what we can do. In the mean time, I recommend sticking with the http side of the local web UI until we work out these details. For those that need SSL for local, going to have to wait for some fixes to emerge as we deal with a changing consumer technology space.
