Theo Rossi

Character: Deuce

Clive Standen

Character: Chucky

Samira Wiley

Character: Karyn

Chazz Palminteri

Character: Raymond

Don Johnson

Character: Gerry

William Forsythe

Character: Buddy Providence

Burt Young

Character: Don Ruggiero

Chuck Zito

Character: Joey Bruno

Vincent Pastore

Character: Frank

Antonio Cupo

Character: Dominic Ruggiero

Andrew Divoff

Character: Buddy Woonsocket

Sean Ringgold

Character: Buddy Roxbury

Nick Principe

Character: Buddy Cranston

Claudio Orefice

Character: Ronnie

Armen Garo

Character: Gus

Michael Zuccola

Character: Tommy

Chelsea Vale

Character: Roxy

Arthur Hiou

Character: Wise Guy #1

Vincent Marseglia

Character: Prisoner

Peter Polaco

Character: Prisoner (as Justin Credible)

Charlotte Ciano

Character: Dorthy

Jason Tisi

Character: Police Officer

Mark Anthony Del Negro

Character: Pedestrian Onlooker

Jonah Coppolelli

Character: Paulie / Deuce's Family Member

Jim Vitale

Character: Prisoner

Fred Sullivan

Character: Correctional Officer

Joey Ambrosini

Character: Casino Patron

Michael Badejo

Character: Casino Patron

Jym Parrella

Character: Prisoner

Scout Lyons

Character: Casino Girl

Alexandra Fugère

Character: Casino Woman

Paul Luba

Character: Security Guard

Pamela Jayne Morgan

Character: Casino Patron

Gary Wolfenden

Character: Janitor

Christopher C. Romero

Character: Prisoner

Ralph Piselli

Character: Casino Patron (uncredited)

Maurice Humphrey

Character: Prisoner