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I finished setting up my personal computer with Sway on Alpine so now I can't procrastinate anymore on getting TLS working with Caddy for my RPi 5.
I decided to ditch Cloudflare since using that service makes me feel uncomfortable. TLS is a bit of a pain because I am using an uncommon port so I need to do a DNS challenge. I still haven't been able to get it working with DeSec.io but I hope maybe sometime this week.
I might look into using a tunnel service in the future but if I can figure this out, I'll at least be able to adapt to changes in the future if I need to deal with any changing situations.
When I figure that out, I'll look into Gemeni protocol and host something there. I don't want anything big, just a little space of my own in the corner of the internet. Maybe I'll look into hosting an irc server for a small group of people too.
I'm also using caddy with desec.io. When first triggering the challenge for an entry, it can fail a couple of times. I think it just takes a while for the DNS entry to be available.
Another thing that I've experienced is that I can't use wildcard subdomain entries. My guess is that it's somehow because I only have public IPv6 addresses (but I don't remember the details). I have configured an internal DNS with the wildcard entry since I'm only ever connecting to that host via wireguard from outside my network. For the host itself I've created a regular AAAA record.