Josh Waitzkin (Max Pomeranc) is just a typical American boy interested in baseball when one day he challenges his father at chess and wins. Showing unusual precocity at the outdoor matches at Washington Square in New York City, he quickly makes friends with a hustler named Vinnie who teaches him speed chess. Josh's parents hire a renowned chess coach, Bruce, who teaches Josh the usefulness of measured planning. Along the way Josh becomes tired of Bruce's system and chess in general and purposely throws a match, leaving the prospects of winning a national championship in serious jeopardy.