- His actor-director father, Leo Penn, was blacklisted during the 1950s McCarthy era.
- Made feature-film acting debut as an unruly cadet in Taps (1981). Directorial debut was 1991's The Indian Runner.
- In 1987, served 32 days of a 60-day sentence for hitting a movie extra trying to photograph him.
- Briefly dated Jewel, and later directed her music video for "You Were Meant for Me" in 1997.
César Awards
Golden Globe
BAFTA Film Awards
Critics' Choice Awards
Independent Spirit Awards
Oscar
Screen Actors Guild Awards
Writers Guild Awards
Directors Guild of America Awards
Venice Film Festival
Cannes Film Festival
Berlin Film Festival
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