Characters played by Matt Damon
Mike McDermott
Characters played by Gretchen Mol
Jo
Characters played by John Malkovich
Teddy KGB
Characters played by Paul Cicero
Russian Thug
Characters played by Ray Iannicelli
Kenny
Characters played by John Turturro
Joey Knish
Characters played by Merwin Goldsmith
Sy
Characters played by Sonny Zito
Tony
Characters played by Josh Mostel
Zagosh
Characters played by Mal Z. Lawrence
Irving
Characters played by Lenny Clarke
Savino
Characters played by Peter Yoshida
Henry Lin
Characters played by Jay Boryea
Russian Thug #2
Characters played by Lenny Venito
Moogie
Characters played by Martin Landau
Abe Petrovsky
Characters played by Richard Mawe
Professor Eisen
Characters played by Michael Lombard
D.A. Shields
Characters played by Tom Aldredge
Judge Marinacci
Characters played by Beeson Carroll
Judge Kaplan
Characters played by E. Matthew Yavne
Professor Green
Characters played by Edward Norton
Worm
Characters played by Erik LaRay Harvey
Roy
Characters played by Dominic Marcus
Dowling
Characters played by Brian Anthony Wilson
Derald
Characters played by George Kmeck
Prison Guard
Characters played by Joseph Parisi
Property Guard
Characters played by Melina Kanakaredes
Barbara
Characters played by Kohl Sudduth
Wagner
Characters played by Charlie Matthes
Birch
Characters played by Hank Jacobs
Steiny
Characters played by Chris Messina
Higgins
Characters played by Famke Janssen
Petra
Characters played by Michael Ryan Segal
Griggs
Characters played by Kerry O'Malley
Kelly
Characters played by Slava Schoot
Roman
Characters played by Goran Visnjic
Maurice
Characters played by Michael Rispoli
Grama
Characters played by Michele Zanes
Taj Dealer
Characters played by Allan Havey
Guberman
Characters played by Joey Vega
Freddy Face
Characters played by Neal Hemphill
Claude
Characters played by Vernon E. Jordan Jr.
Judge McKinnon
Characters played by Johnny Chan
Johnny Chan
Characters played by Lisa Gorlitsky
Sherry
Characters played by John Di Benedetto
LaRossa
Characters played by Nicole Brier
Sunshine
Characters played by Bill Camp
Eisenberg
Characters played by Tony Hoty
Taki
Characters played by Mario Mendoza
Zizzo
Characters played by Joe Zaloom
Cronos
Characters played by Sal Richards
Johnny Gold
Characters played by Josh Pais
Weitz
Characters played by John Joseph Gallagher
Bartender
Characters played by Adam LeFevre
Sean Frye
Characters played by P.J. Brown
Vitter
Characters played by David Zayas
Osborne
Characters played by Michael Arkin
Bear
Characters played by Murphy Guyer
Detweiler
Characters played by Alan Davidson
Cabbie
Characters played by Angelis Alexandris
Card Player
Characters played by Akiko Ashley
Hooker
Characters played by Dar Billingham
Cocktail Waitress
Characters played by Marcelline Block
Law Student
Characters played by Tim Carr
Cardsharp
Characters played by Salvatore Cavaliere
State Trooper
Characters played by Hans Cozzens
Card Player
Characters played by Brian Donahue
State Trooper
Characters played by Bill Golodner
Russian Thug
Characters played by Michael Griffith
Broke Gambler
Characters played by Jason Hale
College Student
Characters played by Roberto Lopez
Card Player
Characters played by Marshall Dancing Elk Lucas
Guy
Characters played by George F. Miller
Prison Guard
Characters played by Robert Sean Miller
State Trooper
Characters played by Natasha Pavlovich
Hostess
Characters played by Maria Soccor
Atlantic City Call Girl
Characters played by Vinny Vella
Card Player at KGB's