Hello Selfhosted!
So I have an interesting issue. I have a docker host, and that host i have a Caddy container. I have that setup to handle reverse proxying. I have it setup to be local only. I have a pihole and a wireguard server. And can connect to my network successfully.
The part that confuses me is that while on network everything works great. While on VPN I can connect to services by IP:Port. If I use mobile data with VPN, I can’t use the site addresses. x.domain.xxx (for privacy sake I’m leaving my domain out of the post.) But when I connect to WiFi, any WiFi, and connect to VPN I can go to the address I have setup for reverse proxying.
I am unsure how to troubleshoot this. Any pointers would be appreciated.
You might want to do a DNS leak test from your phone with the wireguard connection down and then with it up to make sure you’re tunneling DNS. This will be clearer if you set pihole to use something upstream that an ISP is unlikely to use - quad9 for example.
DNS leak test comes back the same mobile data with VPN as it does WiFi with VPN pointing back to DNS reflecting my upstream DNS, Quad9.