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When I turn off Wi-Fi, I'm not on the same network as my server, it's my carrier network so all the internet hops are expected.
The way it's working now is I have a domain (example.com) that is set up on cloudflare DNS. I added a tunnel in cloudflare zero trust, which generates certificates you add to your server to encrypt traffic from your server to cloudflare. I have added these to traefik to be served with my service url (service.example.com). Then, I added a route in cloudflare for service.example.com.
This works fine. But, what I've also done is add a local DNS entry for service.example.com so when I'm on my LAN, I access it without going out to the internet and back (seems like a waste). However, this is serving the origin server certs from cloudflare, which causes trust issues
I'm using docker for everything: traefik, cloudflared tunnel, and my services on the same hardware. The tunnel just runs, and it's configured on cloudflare zero trust to talk directly to the container:port over the docker network.
In that case, if CF is taking to Traefik and not the actual origin server, you just need to forget about the origin certs altogether and use LE certs in Traefik.