(The filename on disk is literally "architecture.md" -- it is a Markdown file rendered by Caddy's template handler: https://github.com/caddyserver/website/blob/master/src/docs/...)
It could use some improvement, but it's been really great for helping people learn how Caddy 2 works at a high level. Beyond our docs, I always encourage new contributors to thoroughly explore the godoc and code: it's very well-commented and organized, especially once you know how it all comes together. A single document will never be sufficient. But it can help you map between concepts and code.
Code search is also invaluable for this; I recommend Sourcegraph: https://sourcegraph.com/github.com/caddyserver/caddy
Edit: One other valuable piece is explaining why the architecture is the way it is. Our architecture.md doc links to a video that explains how I arrived at Caddy 2's architecture (and why it's not arbitrary): https://www.youtube.com/watch?v=EhJO8giOqQs