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by noduerme 208 days ago
Precisely. It's a bit like the browser fingerprinting dilemma. The greater lengths to which you go to hide your fingerprint, the more unusual your total profile becomes.

May I humbly suggest the thing I've done for 25 years, when I need to pass sensitive data like a slate of passwords or API keys or confidential business logic... I just PGP encrypt a zip file and attach it to a normal email.

This does nothing to address the anonymity issue, as you point out. But I'm really not sure that any set of measures I could take would truly keep me anonymous at this point in the race between governments and the well-funded organizations trying to evade them. I assume that no matter what I do to hide my identity, someone with enough money and motivation would be able to unmask it. To believe otherwise would be foolish.