New England's most successful divorce attorney, Vince (Geoff Stults) has it all - a thriving practice, good friends, and his pick of any woman in town. To him, life is one big competition, and losing is unaccepting. Bet Vince finally meets his match in Jane (Mena Suvari). She is beautiful and equally successful. During the last year, she's traveled the world, taking her revenge on all men for her cheating husband and ugly divorce. When Vince and Jane meet through their best friends, he immediately sees a new conquest and she sees a new target. Together, they enter into a series of entertaining wagers with each other where the winner gets to decide the fate of the loser. A hilarious, sexy romantic comedy also starring Kristen Chenoweth, Eric Roberts, Jennifer Finnigan, Josh Hopkins, and Kenan Thompson, a Bet's a Bet proves that love is the one bet where everybody wins.