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Every IP address has to be registed to an ISP, VPN servers are pretty trivial to detect as you'll see that the registration info from ARIN, RIPE, APNIC, etc. comes up as "HideMyAss" or "Amazon".

There are companies out there that provide paid anonymous, reliable (not hacked) proxy servers that run on consumer internet connections though, and those would be very hard to detect as vpn / proxy connections.

Another way is through capabilities where you have a computer that identifies itself as a macOS device but has the TCP/IP stack of a windows device – that's a proxy ! I would recommend the source code of p0f or the book silence on the wire to learn more about the topic.




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