silvergardener6 said:If I have a checking account at Citibank using a Visa Electron, and let's say I win some money at a sportsbook and withdraw my winnings directly to my account via PayPal, is everything above board regarding taxes and all that?
🤔 I'm no genius, but I'm pretty sure the sportsbooks—the actual legal entities here in the US—are the ones paying taxes on payouts, not us individuals. Having to report winnings from online sites feels absurd since you're legally allowed to bet; I mean, PokerStars doesn't ban Americans from playing... I can just get a PayPal Mastercard and withdraw whatever I want. It's all legal, so why should we be the ones handling the tax paperwork?
I'm not an expert, but I think companies like DraftKings pay the taxes as businesses, not us as private citizens. They handle the obligation for payouts over a certain amount, not ME. Get it? Besides, when I cash out a ticket at DraftKings, does it even record that I won? No one asks for my Social Security number or my full name; they just see my ticket and the codes. So how are we supposed to pay individual income tax on it? Businesses pay it on the payouts. Hopefully...