It’s not exactly difficult if you use Tailscale or really any VPN. So I really don’t see the value for the cost; if you’re even considering self hosting a Plex server/instance, there’s a list of basic knowledge you should have or learn (like what you mentioned).

If you can run tailscale or similar, your IP becomes a non-issue (CGNAT vs static IP)

Yeah but it’s like 100 devices, I think. And I believe 3 users (meaning under one account; sharing a device with someone who makes their own account doesn’t count as a “user”). You’re right, but they’re pretty generous.

I don’t think it takes many resources to provide the service to consumers; it’s not like you’re using any of their bandwidth (minus the tiny amount used for coordination between clients). Oh, or if you use their DERP servers (encrypted, but still).

In general, people should know there are self hosted, truly private options, though. So thanks for mentioning Headscale.