After a successful career, Miguel is wrongly accused of money laundering and sent to jail. Upon his release, he returns to his old neighborhood with nothing but the clothes on his back. There, he finds his childhood friends still playing futsal, but never winning. Miguel decides to coach them, and through their journey to victory, he discovers that success comes with unexpected consequences. As they climb their way to the top, they learn that there's more to life than just winning.

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Some movies that have similar genres and were produced around the same time as How to Succeed at Losing include Good Mourning, Bottoms, Mean Girls, Snack Shack, Prom Dates, Ricky Stanicky.