Eh, my main reason for switching is that Caddy builds in LetsEncrypt. My Caddyfile is really simple, it’s just a reverse proxy that handles TLS and proxies regular HTTP to my services. I don’t have it serving any files or really knowing anything about the services. Here’s my setup:

1. HAProxy - directs subdomains to devices (in VPN) based on SNI
2. Caddy - manages TLS and LetsEncrypt and communicates w/ services over HTTP
3. Nginx - serves files for things like NextCloud, if needed (most services have their own HTTP server)

Each of these are separate Docker containers, which makes it really easy to manage and diagnose problems. The syntax for Nginx is more complex for 1&2, and the performance benefit of managing it all in one service just isn’t relevant for a self-hosted system, so I use this layered approach that makes each level as simple as possible.