@DoninGA If you walk into a casino, play live blackjack, and walk out with $1,000 more than you walked in with, $1,000 would be taxable. There's no way to tell what the total win of each individual hand added together is, or the total cumulative loss of individual hands. All you know is you have $1,000 more than you did previously. Just because online casinos keep logs of every wager, hand, roll, spin, etc. doesn't seem like it changes the taxable situation to me. One could theorhetically "win" a million dollars over tens of thousands of hands of blackjack throughout a year but only net let's say that $1,000 example. They'd be responsible for a quarter million in taxes? Seems more likely they'd be responsible for roughly $250 in taxes on the $1,000 they netted.
