like you are using the router for internal DNS, did you set all the services to point at caddy? That was the answer! I had it pointed to the services, but once I set them to point at Caddy, it all worked. I cannot believe it was such a simple fix and also that I never picked up on that in all the guides/tutorials/videos I watched about this. Thank you!

Yes, I probably did. I am familiar with computers, but know next to nothing about networking. So I was trying a bunch of various things I could find to try to get it to work. the proxmox ACME did not get me certs for my server or for a vm of proxmox so I abandoned that method and tried caddy and GoDoxy but never got them to get certs for services after various attempts. So I reached out here since there are many more people smarter than me here.

I’m your router / Pihole locally, you setup the above URLs to point to the IP of caddy This is what I must be doing wrong. I have my router point to the url for the lxc services. So it is supposed to point to caddy. Thank you for the tip. I will try it out!

I use porkbun and I do the DNS challenge. I know it succeeds because proxmox gets https perfectly fine. But none of my lxc containers get https after doing DNS challenges for them. Not sure what I am doing wrong since I clearly did it right at least once :/