Robert Redford (John Gage)
Demi Moore (Diana Murphy)
Woody Harrelson (David Murphy)
Oliver Platt (Jeremy)
Seymour Cassel (Mr. Shackelford)
Pamela Holt (David's Girlfriend)
Herbie Hancock (Himself)
Danny Zorn (Screenwriter)
Kevin West (Screenwriter)
Selma Archerd (Auction Bidder)
Catlyn Day (Wine Goddess)
Victoria Thomas
Jerome Rosenfeld (Auction Bidder)
Joe Bays (Jeffrey)
Nicholas Georgiade (Croupier)
Toru Nagai (High-Roller Card-man)
Richard Livingston (Mike)
Robert "Bobby Z" Zajonc (helicoptor pilot)
Maurice Sherbanee (Citizenship Student)
Joseph Ruskin (Pit Boss)
Jedda Jones (Craps Woman)
Myra J. (Craps Woman)
Pierre Epstein (Van Buren)
Sheena Easton (Herself)
Mariclare Costello (David's Mother)
Art Chudabala (Architecture Student)
Joel Brooks (Realtor)
Matthew Barry (Architecture Student)
Israel Juarbe (Citizenship Student)
Joe La Due (High Roller)
Chi Muoi Lo (Architecture Student)
Hilary Reynolds (Architecture Student)
David Rees (Businessman)
Elsa Raven (Citizenship Student)
Lydia Nicole (Citizenship Student)
Rudy E. Morrison (Maitre D')
Irene Olga Lopez (Gage's Maid)
Billy Connolly (Auction Emcee)
Billy Bob Thornton (Day Tripper)
Rip Taylor (Mr. Langford)