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A Bets A Bet tells the story of Vince, New Englands most successful divorce attorney. To Vince, life is one big competition, and losing is unacceptable. This also applies in his dating life with his love em and leave em approach. Then Vince meets Jane, who is beautiful, successful and also extremely driven. Together they enter into a series of entertaining wagers with each other where the winner gets to decide the fate of the loser. After all, A Bets a Bet!