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I will absolutely start doing more research on firewalls, thank you for the suggestion. That’s exactly the kind of obvious thing that I was afraid I would miss.

Dnsmasq is actually already built-in to Pi Hole, I’m pretty sure that’s how it redirects advertiser domains to 0.0.0.0 and handles DHCP. I see that I can add more local domains right from the web interface. I didn’t realize I could give each containers its own local IP addresses, though. That would make getting to local services much more clean and simple.

I don’t have a static IP, and I’m certainly not keen on giving my ISP any more money. I’ll look more into DDNS services too.