I’m not tech familiar, but can a relay have its data sifted through?

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With a probable cause warrant, yes.

Can you get around it? Sort of. You can use Tor, VPNs, or bounce between multiple relays to make it harder to trace back to you, but you’re not completely invisible.

Where my Simple Simon head is going is to a commercial relay farm designed specifically to harvest user habits and whatever else is transparent. Are there nostr watchdogs monitoring relays?

I’m sure there are