Selfhosted

I'm that weird person who just uses nginx and does the config files in a text editor. Been doing it that way since 2010 or so and I'm too used to it to appreciate proxy manager.

At the first time move to Caddy, I had an issue adding Caddy container to all the current docker networks.
How do you tackle that issue?

Man, I started with Apache back in the day which is just nightmarish to manage for simple projects imo, then moved to NGINX, which felt a bit better but still not super intuitive, then NPM, which did make it significantly more user friendly.
Then Caddy came along and swept me off my feet, I still can't believe it's as dead simple as it is lol. I tried Traefik for a while because it sounded super interesting and I do love the idea, but it brought a lot of the complexity back with it for admittedly very neat docker integration.
Went right back to Caddy after I moved away from docker as a whole and I couldn't be happier, I just find it so pleasant to use. Just pure KISS goodness!

So I guess my ranking goes Caddy > Traefik > the rest

It's interesting how different people have different approaches ... I migrate from Caddy to Traefik because I found it magical ... Whenever I need to add another selfhosted service I just adapt a docker-compose like this one

version: '3.8'

services:
  homeassistant:
    container_name: homeassistant
    image: ghcr.io/home-assistant/home-assistant:stable
    #image: homeassistant/raspberrypi4-homeassistant:stable
    volumes:
      - ./media/:/media
      - ./config/:/config
      - /etc/localtime:/etc/localtime:ro
    environment:
      - TZ=${TZ}
    restart: unless-stopped
    networks:
      - t2_proxy
      - backend
    labels:
      - traefik.enable=true
      - traefik.docker.network=t2_proxy
      - traefik.http.routers.homeassistant.rule=Host(`home.mydomain.bla.bla`)
      - traefik.http.routers.homeassistant.entrypoints=websecure
      - traefik.http.routers.homeassistant.tls.certresolver=myresolver
      - traefik.http.services.homeassistant.loadbalancer.server.port=8123

networks:
  backend:
    external: true
  t2_proxy:
    external: true

As you can see I just need to change the host and the port in the labels to have a new domain pointing to the right port ... I wasn't able to find an easier way to add a new service to caddy

You've got those carrots in the wrong direction.