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I understand setting your DNS to cloudfare helps staying anonymous out there. So if someone sets a Pi Hole linked to Cloudfare does it cover one’s tracks? Together with a VPN.
Have you looked into unbound? https://docs.pi-hole.net/guides/dns/unbound/
Pihole + unbound is a great setup. Screw trusting cloudflare or google or whoever with all of your dns queries, be your own dns resolver!
Having a couple chained together muddies the results enough that unless you’re accessing things that you’re REALLY not supposed to won’t bother to track back. DNS is a ‘ask the next guy’ type of ordeal with some along the way caching the responses they’ve received for whatevr length of time the TTL is set on a record. Technically you could set a DNS server to cache things infefinatly and never querry a public server again past the first call but it would quickly be full of outdated records that point you to the wrong destination.
Not sure about pi-hole, but with dnscrypt-proxy on rooted android. You can anonymize dns queries via relay dns