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this post was submitted on 24 Feb 2025
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Privacy
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Generally true. You would want to use DNS-over-TLS (DoT) or DNS-over-HTTPS (DoH) to be sure your DNS queries are encrypted in transit.
Technically if you have a NAT redirect rule that routes all outbound traffic on a specific port, you could redirect to port 53 on the pihole and it would be visible because the DoT/ DoH terminates at the Pi which his brother could control? VPN is still a safe bet.
You can redirect regular DNS like that, but DoH/DoT is encrypted using certificates with a chain of trust just like any other tls connection (that's kind of the whole point). It would throw security errors breaking dns resolution if you redirected the connection to your own server.
You would still be better off with a vpn wrapping the connection however as the SNI in each https connection is unencrypted and can be used to log your traffic.
That's true. Was going to setup a NAT rule to test it out but then realized that there's no way I can redirect outbound traffic on 443 to a Pi Hole on 53, lol.