Rushmore

Golden Globe Award – Best Performance by an Actor in a Supporting Role in a Motion Picture
American Comedy Award – Funniest Supporting Actor in a Motion Picture
British Independent Film Award Nomination – Best Foreign Independent Film (English Language)
Chicago Film Critics Association Award Nomination – Best Supporting Actor, Most Promising Actor
Chlotrudis Award Nomination –  Best Actor, Best Movie, Best Screenplay, Best Supporting Actor
Independent Spirit Award – Best Director, Best Supporting Male
Lone Star Film & Television Award – Best Actor, Best Supporting Actor, Best Director, Best Screenplay
Los Angeles Film Critics Association Award – Best Supporting Actor, New Generation Award to Wes Anderson
National Society of Film Critics Award – Best Supporting Actor
New York Film Critics Circle Award – Best Supporting Actor