Welllll....since all the online poker sites are off-shore, they don't report payouts to the IRS. So they only way they're gonna know is if you tell them. I would of course never encourage someone to not report such. 
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Whether he likes it or not, a man’s character is stripped at the poker table; if the other players read him better than he does, he has only himself to blame. Unless he is both able and prepared to see himself as others do, flaws and all, he will be a loser in cards, as in life. ~Anthony Holden
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