That's exactly why we designed the client that way - we wanted to make it easier for people who have no idea how to add certs to encrypt their server.
For people who can SSH and install packages, I think they are better served being shown how to add couple lines to make SSL work than some magic that could screw up their web server config. After all, these people chose to learn how to login to the web server instead of just managing their site from a CMS. They would probably like to learn how to configure something like SSL.
You'd be surprised I think.
>They would probably like to learn how to configure something like SSL.
I think you'd be surprised again. It's not even always about aptitude–quite often it's just laziness. The reason that many of these people aren't encrypting today is because they don't want to invest the time and effort. "My copy-pasted openssl commands didn't work? Eff this."
Operations is as much a mindset as it is a skill. Some developers have it, some don't.