George Clooney character Miles Massey
Catherine Zeta-Jones character Marilyn Rexroth
Edward Herrmann character Rex Rexroth
Geoffrey Rush character Donovan Donaly
Richard Jenkins character Freddy Bender
Billy Bob Thornton character Howard D. Doyle
Stacey Travis character Bonnie Donaly
Cedric the Entertainer character Gus Petch
Paul Adelstein character Wrigley
Julia Duffy character Sarah Sorkin
Jonathan Hadary character Heinz, the Baron Krauss von Espy
Tom Aldredge character Herb Myerson
Jack Kyle character Ollie Olerud
Irwin Keyes character Wheezy Joe
Judith Drake character Mrs. Gutman
George Ives character Mrs. Gutman's Lawyer
Kristin Dattilo character Rex's Young Woman
Wendle Josepher character Miles' Receptionist
Mia Cottet character Ramona Barcelona
Mary Pat Gleason character Nero's Waitress
Booth Colman character Gutman Trial Judge
Kiersten Warren character Claire O'Mara
Rosey Brown character Gus's Pal
Ken Sagoes character Gus's Pal
Dale E. Turner character Gus's Pal
Julie Osburn character Stewardess
Douglas Fisher character Maitre d'
Isabell O'Connor character Judge Marva Munson
Mary Gillis character Court Reporter
Blake Clark character Convention Secretary
Allan Trautman character Convention Lawyer
Kate Luyben character Santa Fe Tart
Kitana Baker character Santa Fe Tart
Camille Anderson character Santa Fe Tart
Tamie Sheffield character Santa Fe Tart
Bridget Marquardt character Santa Fe Tart
Emma Harrison character Santa Fe Tart
John Bliss character Mr. MacKinnon
Sean Fenton character Bailiff
Patrick Thomas O'Brien character Bailiff
Colin Linden character Father Scott
Nicholas Shaffer character Waiter
Bruce Campbell character Soap Opera Actor on TV (uncredited)