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1* HarsherInHindsight: The movie's namesake, Bobby Fischer, would descend into rampant antisemitic paranoia, and die in poverty in Iceland, a disheveled fugitive of the United States. It arguably makes the film's dilemma all the more poignant as Fred and Bruce want to mould Josh into a chess master like Bobby Fischer but the audience knows just how badly Josh can end up if they succeed.
2* JerkassWoobie: Bruce. He's cold, distant, ruthless, and tyrannical. But when Jonathan Poe and his teacher come into the chess club, Bruce is appalled to learn that Jonathan isn't getting proper schooling, and Jonathan's teacher gets in a not-so-subtle dig in at Bruce, saying that Jonathan is a lot like Bruce used to be, except that Jonathan, "never quits." Later on, when Josh and his family are about to go to Chicago, Bruce goes to Fred and warns him that if they haven't prepared Josh properly, and Josh ends up getting crushed, "it will destroy him, and there will be nothing left. You don't know what that can do to a person." Fred looks Bruce in the eye and says, gently, [[NoodleIncident "I think I do."]]
3** Jonathan can also count. He's rude and obnoxious, but it's clear that he has been molded this way by an uncaring teacher. After Josh wins the tournament, Jonathan is heartbroken. The difference is, if Josh had lost, he would still have a caring family and friends (and two proud teachers) to prop him up. Jonathan has ''no one.'' There is a faint ray of hope for Jonathan; after the tournament, you can see Jonathan turning away from his teacher; perhaps he has woken up to the fact that this is ''not'' the way for him to live his life. (It is notable that Jonathan's real-life counterpart, Jeff Sarwer, has indeed turned out to be a well-adjusted adult, in spite of the abuse he suffered as a child.)
4* OneSceneWonder: The director of the first tournament Josh plays in, played by Creator/DanHedaya, is only in the movie for a minute or so, but is able to make quite an impression thanks to his no-nonsense manner and the DeathGlare he gives to any parent who tries to question him.
5* ProtagonistTitleFallacy: Despite the title containing the name "Bobby Fisher", the main character is really Josh Waitzkin. The title refers to the search for the ''next'' Bobby Fisher, the next Grandmaster of his caliber.

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