Check the Local Regulations\n\n While around 30 states currently offer legal online sports gambling, only six jurisdictions have legalized online casinos. Real money online poker is also available in only seven states.

Topline. Texas furniture kingpin Jim McIngvale better known as Mattress Mack  won $75 million on Saturday after his bet that the Houston Astros would win the World Series paid off, taking home what is believed to be the largest payout in legal sports betting history.

Houston furniture magnate Jim "Mattress Mack" McIngvale successfully hedged on his store's promotion, pocketing approximately $75 million in winnings. A sum thought to be the largest recorded win in legal sports betting history.