Bruce Willis
Russ Duritz
Spencer Breslin
Rusty Duritz
Emily Mortimer
Amy
Lily Tomlin
Janet
Jean Smart
Deirdre Lefever
Chi McBride
Kenny
Daniel von Bargen
Sam Duritz
Dana Ivey
Dr. Alexander
Stanley Anderson
Bob Riley
Juanita Moore
Kenny's Grandmother
Susan Dalian
Giselle
Esther Scott
Clarissa
Deborah May
Governor
Vernee Watson-Johnson
Newsstand Cashier
Jan Hoag
Newsstand Tourist
Melissa McCarthy
Sky King Waitress
Elizabeth Arlen
Gloria Duritz
Alexandra Barreto
Flight Attendant
John Apicella
Hot Dog Vendor
Brian McGregor
Vince
Reiley McClendon
Mark
Brian Tibbetts
Herbert
Brian McLaughlin
George
Steve Tom
Lawyer Bruce
Marc Copage
Lawyer Jim
Rod McLachlan
Lawyer Seamus
Scott Mosenson
Wedding Guest
Brian Fenwick
Governor's Aide
Duke Faeger
Governor's Other Aide
Toshiya Agata
Sushi Chef
Joshua Finkel
Josh
Lou Beatty Jr.
General Manager
E.J. Callahan
Principal
Daryl Anderson
Janet's Husband
Darrell Foster
Best Man
Michael Wajacs
Security Guard
John Travis
Chef Mike
Larry King
Larry King
Jeri Ryan
Larry King's Guest
Nick Chinlund
Larry King's Guest
Stuart Scott
Ritch Eisen
Rich Eisen
Stuart Scott
Kevon Edmonds
Wedding Singer
Julia Waters
Backup Singer
Maxine Waters Willard
Backup Singer
Stephanie Spruill
Backup Singer
Tanisha Grant
Bridesmaid (uncredited)
Viola Odette Harlow
(uncredited)
Paul Moncrief
Car Driver (uncredited)
Matthew Perry
Mr. Vivian (uncredited)
Luigi Francis Shorty Rossi
Tim (uncredited)
Gary Weeks
Russ' Son (uncredited)
Harold Greene
Harold Greene