Could not resolve host
Then I guess you only define an A record in the DuckDNS panel. That’s fine.
A while back I ran a somewhat similar Wireguard tunnel and can’t connect. Turns out some MTU settings were lower than the docker’s MTU and that breaks big packets like SSL handshakes. Restarting makes it work fine until things start congesting again.
Suffice to say this would be something I’ll look at if the SSL errors reoccurs
It shouldn’t go through the VPN although idk how to verify that. Do you still have the timeout errors in your monitors? What do those errors say?