In honor of his birthday, San Francisco banker Nicholas Van Orton, a financial genius and a cold-hearted loner, receives an unusual present from his younger brother, Conrad: a gift certificate to play a unique kind of game. In nary a nanosecond, Nicholas finds himself consumed by a dangerous set of ever-changing rules, unable to distinguish where the charade ends and reality begins.
Michael Douglas Nicholas Van Orton
Sean Penn Conrad Van Orton
Deborah Kara Unger Christine
James Rebhorn Jim Feingold
Peter Donat Samuel Sutherland
Carroll Baker Ilsa
Anna Katarina Elizabeth
Armin Mueller-Stahl Anson Baer
Charles Martinet Nicholas' Father
Scott Hunter McGuire Young Nicholas
Florentine Mocanu Nicholas' Mother
Elizabeth Dennehy Maria
Caroline Barclay Maggie
Daniel Schorr Daniel Schorr
John Aprea Power Executive
Harrison Young Obsequious Executive
Kimberly Russell Cynthia, CRS Receptionist
Joe Frank CRS Data Collating Technician
James Brooks James the Bartender
Gerry Becker New Member Ted
Jarion Monroe New Member Victor
Tommy Flanagan Solicitor / Taxi Driver
Bill Flannery Tubercular Commuter
Kat Kilkenny Rattle Gatherer
John Cassini Man in Airport
Harris Savides Ankles
Aaron Lucich City Club Waiter
Victor Talmadge City Club Maitre D'
Marc Siegler City Club Waiter
André Brazeau Heart Attack Performer
Keena Turner Officer Hicks
Carlos Hoy Paramedic Graves
Edward Campbell Paramedic Stern
Sean Lanthier Paramedic Kirkland
Curtis Vanterpool Ambulance EMT
Jay Gordon Triage Doctor
Jeffrey Michael Young Officer Walker
Owen Masterson Pickpocket
Yuji Okumoto Nikko Hotel Manager
Hideo Kimura Nikko Hotel Bellhop
Rachel Flanagan Nikko Hotel Maid
Mark Boone Junior Shady Private Investigator
Joy Ann Ryan Kaleigh Baer
Peter Davidian Mr. Garcia
Jack Kehoe Lieutenant Sullivan
Christopher John Fields Detective Boyle
Linda Manz Christine's Roomate Amy
Vic Ferreira Assassin Mobubbi
Duffy Gaver Assassin Brodi
Bob Stephenson Assassin Kartmann
Sean Moloney Assassin Rankin
John Hammil U.S. Embassy Counselor
Rachel Steinberg Sheraton Desk Clerk
George Maguire Sheraton Manager
Trish Summerville Hot Waitress
Jason Kristofer Teen Thug
Lily Froehlich New Moon Cafe Manager
Tammy Koehler Tammy Fisher
Michael Lynwood Michael Fisher
Alex Lynwood Alex Fisher
Charles Branklyn CRS Guard
Spike Jonze Airbag EMT Beltran
Michael Massee Airbag EMT Galliano
Sara Davallou Rachel
Stephen Cowee Mel
J. Anthony Pena CRS Security Guard (uncredited)
Gypsy Boots Man in Diner (uncredited)