I'm doing the same with a couple of containers and my experience is pretty much the opposite. What containers are you using, if I may ask? I'm using jwilder's

I'm doing the same with a couple of containers and my experience is pretty much the opposite. What containers are you using, if I may ask? I'm using jwilder's nginx rproxy container, the let's encrypt helper container for that plus half a dozen Web apps on a VPS. Among those Weechat, two instances of vanilla nginx, rutorrent, dovecot, mattermost, nextcloud and a test environment for my Python tinkering. Works like a charm. Upon bringing up a new container, I supply the desired subdomain and my letsencrypt user data, the container comes up and uses SSL plus automatically renewed certificates. My Docker experience so far - in a private, limited, very much not production environment - has been "virtualisation light" all the way. I think of Docker as a somewhat extended chroot, to wrap my mind around it.