Brad Pitt as Jackie Cogan

Scoot McNairy as Frankie

Ben Mendelsohn as Russell

James Gandolfini as Mickey

Ray Liotta as Markie Trattman

Richard Jenkins as Driver

Vincent Curatola as Johnny Amato

Sam Shepard as Dillon

George Carroll as Kenny Gill

Max Casella as Barry Caprio

Trevor Long as Steve Caprio

Linara Washington as Hooker

Ross Brodar as Poker Guy

Wade Allen as Business Suit Agent

Christopher Berry as Cab Driver Agent

Kenneth Brown Jr. as Security Force Agent

Mustafa Harris as Bartender #1

John McConnell as Bartender #2

Dared Wright as Waiter

Joe Chrest as Business Suit Agent

Elvin Yoshida as Asian Poker Player (uncredited)

Glen Warner as Construction Worker (uncredited)

Logan Douglas Smith as Bus Station Construction Worker (uncredited)

Adam Sibley as Naked Guy (uncredited)

Henry Paulson as Self (archive footage)

Barack Obama as Self (archive footage)

John McCain as Self (archive footage)

David Joseph Martinez as Pablo (uncredited)

Raymond Lapino as Elderly Poker Player (uncredited)

Shadoe Knight as Mafia Poker Player (uncredited)

John C. Klein as Traveler (uncredited)

Wendy Clarice Jordan as Pink Pants (uncredited)

Kirk Jordan as DEA Agent (uncredited)

Joshua Joseph Gillum as Murderer (uncredited)

Oscar Gale as Sweet Melinda (uncredited)

Gregory Allen Gabroy as Reveler (uncredited)

Garret Dillahunt as Eddie Mattie (uncredited)

Peter A. DeFazio as Self (archive footage)

Edward J. Clare as Prison Doctor (uncredited)

George W. Bush as Self (archive footage)

Rhonda Floyd Aguillard as Pedestrian (uncredited)

Julia Adams as Maid (uncredited)

Roger Pfeiffer as Bar Patron #3

Shannon Brewer as Bar Patron #2

Bryan Billingsley as Bar Patron #1