Sean Penn

6 nominations, 2 wins

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6

Nominations

2

Wins

Timeline

  1. 98th (2025)

    Actor in a Supporting Role

    One Battle after Another

  2. 81st (2008)

    ACTOR IN A LEADING ROLE

    Milk

    Winner

    Harvey Milk

  3. 76th (2003)

    ACTOR IN A LEADING ROLE

    Mystic River

    Winner

    Jimmy Markum

  4. 74th (2001)

    ACTOR IN A LEADING ROLE

    I Am Sam

    Sam Dawson

  5. 72nd (1999)

    ACTOR IN A LEADING ROLE

    Sweet and Lowdown

    Emmet Ray

  6. 68th (1995)

    ACTOR IN A LEADING ROLE

    Dead Man Walking

    Matthew Poncelet