I’ve actually switched, so I’m not really who you are asking, but the last hurdle was I really don’t like how it filters the movie list when you pick a letter instead of jumping to that place in the list. Anyone know how to make it work like Plex?

Finamp exists, and it’s just as good.

Can I ask, how do you detect that?

I didn’t understand, why not use nginx? It has built in support for let’s encrypt by default, you just have to activate it in the nginx config. https://nginx.org/en/docs/http/ngx_http_acme_module.html