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Message: [QUOTE="Boeggs, post: 987828, member: 26366"] I own a tax business so let me give it a shot. You are required by the US tax code to report any income whether legal or not. (Even drug dealers are required to report, lol) But whether you report that income or not is a differerent story. If you are not issued a tax form (W2-G, 1099, etc) then the IRS has no way of knowing you received that money. If you are issued a tax form then you better report it or expect an audit. Whatever your decision might be if you do report it remember that you can offset gambling winnings with gambling losses. Which means any money you have lost for that particular year can be subtracted from the winnings but you have to itemize deductions which involves using Schedule A on Form 1040 which may or may not be to your advantage. If you play poker for a living then that is a horse of a different color and I would be happy to discuss if anyone is lucky enough to be in that situation. [/QUOTE]