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with what money? the blockchain is the all seeing eye, if you move a penny from one wallet to another, that wallet gets blacklisted too. (not to mention you eat the transaction fee every time you try it!)

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If that's really how it works, then you can get everyone's addresses blacklisted by just sending tiny amounts of money to them.

…you got me there! probably not a smart thing to automate, but I’m sure they will try

Transactions on Bitcoin's layer 2 (the Lightning Network) are extremely private and there's no way to blacklist anything.

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