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Note that we're assuming the existence of a brokerage.

When I sell you BTC, how do you report my gain?

When I buy pizza with BTC, how does the pizza place report my gain?



No, I'm not assuming that a brokerage will have information about every transaction, I'm assuming that brokerages will have information about many transactions. It would be worthwhile to simplify tax filing in those cases even if there are other cases that do not get simplified.




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