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- Philip Seymour Hoffman as Mickey Scarpato
- Richard Jenkins as Richard Shelburn
- Christina Hendricks as Jeannie Scarpato
- Caleb Landry Jones as Leon Hubbard
- Domenick Lombardozzi as Sal
- John Turturro as Arthur 'Bird' Capezio
- Eddie Marsan as Smilin' Jack Moran
- Peter Gerety as McKeena
- Eddie McGee as Petey Kearns
- Molly Price as Joanie
- Joyce Van Patten as Aunt Sophie