Privacy & no-KYC

Does using a VPN to connect to my VPS help?

Short answer

It helps with one specific thing: it stops your home IP address appearing in the server's authentication logs and in any provider-side records. It does nothing about what the server itself does, what it sends, or how it was paid for. Useful as one layer, useless as the only one.

Tor is stronger than a VPN for this purpose, because no single party sees both your address and the destination. The trade is latency, which is tolerable for SSH administration and unpleasant for anything interactive.

The mistake to avoid is inconsistency. Connecting over Tor ninety-nine times and once from home puts your home address in the log exactly once, which is all it takes.

See also: Tor