Michael B. Lasko, Pokerstar
I've been playing a fair amount of (legal) online poker at pokerstars.net. [Nico might say more than a fair amount]. For those of you unfamiliar with the bait and switch, pokerstars.net is a free poker site...it exists to get you hooked on poker so that you will move over to pokerstars.com (a real money poker site). For those (like me) who do not part with their (real) money easily, one can occasionally win real money (and spots in real money tournaments) at pokerstars.net...again, for the purpose of getting you hooked on poker so that you will spend (real) money at pokerstars.com.
This week I won a spot in a one million dollar pokerstars.com tournament (by playing a free tournament at pokerstars.net). I finished in 1,965 place (out of 11,000 entrants)...good enough for a $150 prize. I would have finished a little higher, but I was already a half hour late for work, and started pressing. Figuring I would gamble the $150 away if I left it in my pokerstars.com account, I cashed out my winnings.
Note to IRS: Although I have not spent any money on pokerstars.com, I have spent more than $150 in Vegas honing my poker playing skills...let's call it a wash.