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this post was submitted on 17 Sep 2024
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Can’t speak for OP but I was also attempting this and couldn’t get it working. My use case is that CF tunnels make multiple of my self hosted services available on the Internet via HTTPS and without directly exposing my home IP.
It does however mean that even when I use a service on my home network, everything is being proxied through CF which makes things much slower than they need to be 90% of the time. So my idea is to use caddy in parallel to CF and have a local DNS server point to my homelab, thereby circumventing the proxy whenever I’m on my home network.
But like I said I could not get this working just yet.
I run the setup you're aiming for, and as the other guy said, DNS challenge is the way to go. That's what I do, and it works beautifully. It even works with Caddy auto-https, you just need to build Caddy with the cloudflare-dns plugin.