Rushmore (1998) - Jason Schwartzman, Bill Murray, Olivia Williams

Comedy from director Wes Anderson about gifted, rebellious teenager Max Fischer (Jason Schwartzman), a student at elite Rushmore Academy. Editor of the school newspaper, captain or president of innumerable clubs and societies, Max is also one of the worst pupils in the school, and the threat of expulsion hangs permanently over his head. Max's world is rocked when he falls for elegant teacher Miss Cross (Olivia Williams), then finds himself competing for her affections with steel tycoon Mr. Blume (Bill Murray), the wealthy father of two of his classmates.