With that in mind, here is my own personal list of the most profitable sports to bet on: WNBA. Some handicappers I know love betting on women's basketball. ... CFL. Football is football, right? ... NHL. Underdogs, underdogs, underdogs. 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.
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