William H. Macy as Bernie Lootz

Alec Baldwin as Shelly Kaplow

Maria Bello as Natalie Belisario

Shawn Hatosy as Mikey

Ron Livingston as Larry Sokolov

Paul Sorvino as Buddy Stafford

Estella Warren as Charlene

Arthur J. Nascarella as Nicky Fingers Bonnatto

Joey Fatone as Johnny Cappella

M.C. Gainey as Highway Officer

Ellen Greene as Doris

Don Scribner as Lou

Tony Longo as Tony

Richard Israel as Marty Goldfarb

Timothy Landfield as The Player

T.J. Gioia as Bulldog

Jewel Shepard as Hooker

Gordon Michaels as Mr. Pinkerton

Doc Watson as Morrie

Dan Lemieux as Suburbanite

Larry Elliott as Floor Manager

Joe Conti as Pit Boss

Chris Platt as Dealer

Norbert Ganska as Stickman #1

Mitch Samboceti as Player

Andrew Simbeck as Stickman #2

Danny Grossen as Stickman #3

Jeff Hill as Stickman #4

Monet Beaman as Stickman #5

Charlie Carr as Boxman

Kanie Kastroll as Croupier

Bryon Baker as Stickman #6

John Kozeluh as Man

Cherilyn Hayres as Woman

Jim McCarthy as Televangelist

Frank Hannah as Dealer #2

Heather McHenry as Johnny Capella's Girl

Mónika Balla as Johnny Capella's Girl