Tailscale

I can't for the life of me figure this out:

I want to use tailscale on my home server as an exit node, but cannot seem to get it to do secure connections properly. I have Nginx Proxy Manager running on the same home server and I wonder if that's causing problems with the HTTPs encryption verification.

Has anyone had similar issues to this? I've tried messing with DNS resolution settings by overriding it to use the server's pihole setup as the DNS provider, but this hasn't helped either. I'm running out of ideas on ways I can try to solve this.