Henry, Chloe, and Jimmy Goodwin have recently lost their father, who always felt guilty for not being a better dad. In his will, he leaves them his vast fortune of 20 million dollars - but it comes with a catch: They all must adhere to a series of unique challenges in order to get their hands on the money.

Through these tasks, their father hopes they can each rediscover their true selves and learn the lessons he failed to instill in them while he was alive.