I’ve recently seen a discussion about privacy when using a self-hosted proxy on a VPS.
One person argued that VPS providers may still collect connection logs and metadata, even if the traffic is encrypted.
Another argued that HTTPS prevents providers from reading the traffic, and that using multiple proxy hops or Tor can significantly improve anonymity.
I’d like to understand the technical details:
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What information can a VPS provider observe or log when a user connects through a self-hosted proxy and visits HTTPS websites?
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Does HTTPS prevent providers from collecting connection metadata such as IP addresses, timestamps, and traffic patterns?
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How much does using multiple VPS hops improve privacy? What are the limitations?
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Does renting a VPS without identity verification meaningfully improve anonymity if payment records and connection logs may still exist?
I’m particularly interested in the differences between transport encryption, privacy, and anonymity, and how the threat model affects these distinctions.
I’d appreciate technical explanations or references. Thanks!