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I finally got Caddy's TLS working with a custom module to handle DNS challenges. Turns out all I had to do was wait 10-15 minutes and everything would sort itself out.
Now on to the next puzzle. I started with Caddy in a Docker container and it's working as intended. Now I want to replicate that in Rootful Podman Compose but I'm running into an issue. With the exact same setup (docker-compose.yml, Dockerfile and Caddyfile) I can get my TLS cert without issue but I can't seem to connect to my website from any external browser. Not through my domain name or even through my home's local network.
Once I figure out how I can access my website, I'll be one step closer to where I want to be. Next will be to get Rootless Podman working, then I can finally set up the file server and kiwix instance instead of the test page I am currently using.
After that, I can finally spend time doing what I want to do and focus my time looking into the Gemeni Protocol.
Down the road I'll look into hosting an IRC server and Snikket instant messenger but that's super low priority. I like tinkering with my Raspberry Pi and my constant backup/restores wouldn't be good for reliability for such services.