Monty Brewster is a Minor League Baseball pitcher with the Hackensack, New Jersey Bulls. He and his best friend Spike Nolan, the Bulls' catcher, are arrested after a post-game bar fight and cannot afford bail. A man offers bail, if they will come to New York City with him. At the Manhattan law office of Granville & Baxter, Brewster is told that his recently deceased great-uncle Rupert Horn, whom he has never met, has left him his entire $300 million fortune, but only if he can complete a challenge with several conditions.