5) Election (1999)

The adaptation of Tom Perrotta's novel Election into a razor-sharp political satire comes from director Alexander Payne. Matthew Broderick stars in it as the morally conflicted teacher, Jim McAllister; meanwhile, the very ambitious high school student Tracy Flick is played by Reese Witherspoon. The film skewers ambition, youth politics, and authority, with Witherspoon's performance still iconic. Recently, Witherspoon expressed her interest in reprising the role through a sequel of the film, which will adapt Perrotta's latest book, Tracy Flick Can't Win, which fans of dark comedies are eagerly awaiting.
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