I think that is the techie HN echo chamber effect.
I have spoken to lots of people (Yay! More anecdata) about the idea of lets encrypt (Business people with small websites) and the "automatic" bit was very much a plus point.
The ones I know of run their own servers for small things like wordpress blogs, small magento e-commerce installations etc.
To be brutally honest, they would be better off with a hosting service to take care of things since SSL is not the only issue they have and they lack full-time techies.
I have spoken to lots of people (Yay! More anecdata) about the idea of lets encrypt (Business people with small websites) and the "automatic" bit was very much a plus point.