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Released in 2008, his feature film Milk is a biopic of openly gay San Francisco supervisor Harvey Milk, who was assassinated in 1978, played by Sean Penn.
The film was released to much acclaim and earned numerous accolades from film critics and guilds.
Ultimately, it received eight Oscar nominations at the 81st Academy Awards, including Best Picture, winning two for Best Actor in a Leading Role for Penn and Best Original Screenplay for writer Dustin Lance Black.
Van Sant was nominated for Best Director.
Van Sant later stated that his experience with Sean Penn on the film was " amazing ".

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