Re 3: What you really need is Caddy [0] with this dynamic DNS module: https://github.com/mholt/caddy-dynamicdns https://github.com/mholt/caddy-dynamicdns Caddy

Re 3: What you really need is Caddy [0] with this dynamic DNS module: https://github.com/mholt/caddy-dynamicdns https://github.com/mholt/caddy-dynamicdns Caddy has state-of-the-art certificate automation and TLS support, and with that module, it automatically updates DNS records if users have non-static IPs. It'll also serve certs for localhost domains (use *.localhost IMO). [0]: https://caddyserver.com https://caddyserver.com (I'm the author, for disclosure)