Thanks for recommending it!
I hear ya. The JSON config is definitely not trivial. I wrote our JSON docs and strove to made them easy to follow. You can traverse into the module structure piece-by-piece here: https://caddyserver.com/docs/json/
There is also a Caddy plugin by @abiosoft that can generate a JSON schema for your custom Caddy builds, which can then be used by IDEs to give you autocomplete and validation: https://github.com/abiosoft/caddy-json-schema
I also sometimes recommend writing your config by hand in the Caddyfile, then using `caddy adapt` to get the JSON equivalent. (It might not always be the prettiest JSON, since the adapter is only so smart.) But then you can fine-tune the JSON a little easier, possibly. Hope that helps!