Josh Brolin

Stone pursued an initially hesitant Brolin for the role. He said of his decision to cast Brolin in the leading role:

Brolin received an Oscar nomination for Best Supporting Actor for his role in Gus Van Sant's biopic Milk as city supervisor Dan White, who assassinated San Francisco Supervisor Harvey Milk and Mayor George Moscone. He made news by wearing a White Knot to the Academy Awards ceremony to demonstrate solidarity with the marriage equality movement. Brolin told an interviewer that costar Sean Penn, who portrayed Milk, decided to dispel any nerves the actors had about playing gay men by grabbing the bull by the horns. At the first cast dinner, which included castmates James Franco, Emile Hirsch and Diego Luna, Brolin said, "Penn walked right up and grabbed me and planted a huge one right on my lips." Brolin has received critical acclaim for his performance and, in addition to his Oscar nomination, received NYFCC and NBR Awards for Best Supporting Actor and a nomination for a SAG Award for Outstanding Performance by a Male Actor in a Supporting Role. He portrayed Jonah Hex in the film of the same name. Read Less