Robert Redford
Role: John Gage
Demi Moore
Role: Diana Murphy
Woody Harrelson
Role: David Murphy
Seymour Cassel
Role: Mr. Shackleford
Billy Bob Thornton
Role: Day Tripper
Billy Connolly
Role: Auction M.C.
Rip Taylor
Role: Mr. Langford
Pierre Epstein
Role: Van Buren
Pamela Holt
Role: David's Girlfriend
Nicholas Georgiade
Role: Croupier
Danny Zorn
Role: Screenwriter
Kevin West
Role: Screenwriter
Tommy Bush
Role: David's Father
Mariclare Costello
Role: David's Mother
Jedda Jones
Role: Craps Woman
Edwonda White
Role: Craps Woman
Frankie J. Allison
Role: Craps Box Man
Joseph Ruskin
Role: Pit Boss
Joe La Due
Role: High Roller
Ben W. Fluker
Role: Roulette Croupier
Richard Livingston
Role: Mike
David Rees
Role: Businessman
Irene Olga López
Role: Gage's Maid
Israel Juarbe
Role: Citizenship Student
Lydia Nicole
Role: Citizenship Student
Iqbal Theba
Role: Citizenship Student
Maurice Sherbanee
Role: Citizenship Student
Elsa Raven
Role: Citizenship Student
Matthew Barry
Role: Architecture Student
Chi Muoi Lo
Role: Architecture Student
Art Chudabala
Role: Architecture Student
Hilary Reynolds
Role: Architecture Student
Selma Archerd
Role: Auction Bidder
Robert 'Bobby Z' Zajonc
Role: Helicopter Pilot
Alan D. Purwin
Role: Helicopter Pilot
Sheena Easton
Role: Herself
Herbie Hancock
Role: Himself
Ashlyn Gere
Role: Body Double (as Kim McKamy)
Toru Nagai
Role: High Roller Card-Man
Françoise Ruggieri
Role: Woman in Restaurant