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But how does that help you? Whether or not your brokerage is required to withhold income tax, they're still going to file a 1099-DIV or what have you.

Unless you're talking about overt crime like drug deals, and then we're back to that already being independently illegal.



Brokerage? You are making assumptions again.

I am divesting of a business that has many kinds of transactions. Counterparties often suggest a cash discount so that one or both parties can hide the income.




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