Facts on TaxesFederal Income TaxFiling TaxesGambling Winnings Do You Have To Pay Taxes If You Lose Money Gambling? The thrill of gambling is often accompanied by the anticipation of winning big, but what about the flip side? As the dice roll or the cards are dealt, there's a lingering question for many enthusiasts: Do you have to pay…Matthew RusselJuly 15, 2024