Caddy: Everyone Says It’s the EASIEST… I Tested It

A hands-on walkthrough of the Caddy web server and reverse proxy, covering installation on Ubuntu via package manager, basic static site hosting with automatic HTTPS via Let's Encrypt, and reverse proxying Docker containers. The author highlights Caddy's simplicity for straightforward setups but identifies two pain points: DNS challenge support requires rebuilding the binary with xcaddy and a DNS provider plugin, and Docker-first workflows lack native label-based routing (unlike Traefik). A community project called caddy-docker-proxy partially addresses the Docker label issue but doesn't include DNS challenge support out of the box. The author concludes Caddy is excellent for simple non-Docker deployments but prefers Traefik for containerized environments.