Robert Redford

Character: John Gage

Demi Moore

Character: Diana Murphy

Woody Harrelson

Character: David Murphy

Seymour Cassel

Character: Mr. Shackleford

Oliver Platt

Character: Jeremy

Billy Bob Thornton

Character: Day Tripper

Billy Connolly

Character: Auction M.C.

Rip Taylor

Character: Mr. Langford

Pierre Epstein

Character: Van Buren

Joel Brooks

Character: Realtor

Pamela Holt

Character: David's Girlfriend

Nicholas Georgiade

Character: Croupier

Danny Zorn

Character: Screenwriter

Kevin West

Character: Screenwriter

Tommy Bush

Character: David's Father

Mariclare Costello

Character: David's Mother

Jedda Jones

Character: Craps Woman

Myra J.

Character: Craps Woman

Edwonda White

Character: Craps Woman

Frankie J. Allison

Character: Craps Box Man

Joseph Ruskin

Character: Pit Boss

Joe La Due

Character: High Roller

Ben W. Fluker

Character: Roulette Croupier

Richard Livingston

Character: Mike

Joe Bays

Character: Jeffrey

David Rees

Character: Businessman

Irene Olga López

Character: Gage's Maid

Israel Juarbe

Character: Citizenship Student

Lydia Nicole

Character: Citizenship Student

Iqbal Theba

Character: Citizenship Student

Maurice Sherbanee

Character: Citizenship Student

Elsa Raven

Character: Citizenship Student

Matthew Barry

Character: Architecture Student

Chi Muoi Lo

Character: Architecture Student

Art Chudabala

Character: Architecture Student

Hilary Reynolds

Character: Architecture Student

Selma Archerd

Character: Auction Bidder

Robert 'Bobby Z' Zajonc

Character: Helicopter Pilot

Alan D. Purwin

Character: Helicopter Pilot

Sheena Easton

Character: Herself

Herbie Hancock

Character: Himself

Ashlyn Gere

Character: Body Double (as Kim McKamy)

Toru Nagai

Character: High Roller Card-Man

Françoise Ruggieri

Character: Woman in Restaurant