>People who have no idea how to add certs are also unlikely to know how to login to their web server using SSH or how to install a package.
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.