Bruce Willis as Russ Duritz

Spencer Breslin as Rusty Duritz

Emily Mortimer as Amy

Lily Tomlin as Janet

Jean Smart as Deirdre Lefever

Chi McBride as Kenny

Daniel von Bargen as Sam Duritz

Dana Ivey as Dr. Alexander

Stanley Anderson as Bob Riley

Juanita Moore as Kenny's Grandmother

Susan Dalian as Giselle

Esther Scott as Clarissa

Deborah May as Governor

Vernee Watson-Johnson as Newsstand Cashier

Jan Hoag as Newsstand Tourist

Melissa McCarthy as Sky King Waitress

Elizabeth Arlen as Gloria Duritz

Alexandra Barreto as Flight Attendant

John Apicella as Hot Dog Vendor

Brian McGregor as Vince

Reiley McClendon as Mark

Brian Tibbetts as Herbert

Brian McLaughlin as George

Steve Tom as Lawyer Bruce

Marc Copage as Lawyer Jim

Rod McLachlan as Lawyer Seamus

Scott Mosenson as Wedding Guest

Brian Fenwick as Governor's Aide

Duke Faeger as Governor's Other Aide

Toshiya Agata as Sushi Chef

Joshua Finkel as Josh

Lou Beatty Jr. as General Manager

E.J. Callahan as Principal

Daryl Anderson as Janet's Husband

Darrell Foster as Best Man

Michael Wajacs as Security Guard

John Travis as Chef Mike

Larry King as Larry King

Jeri Ryan as Larry King's Guest

Nick Chinlund as Larry King's Guest

Stuart Scott as Ritch Eisen

Rich Eisen as Stuart Scott

Kevon Edmonds as Wedding Singer

Julia Waters as Backup Singer

Maxine Waters Willard as Backup Singer

Stephanie Spruill as Backup Singer

Tanisha Grant as Bridesmaid (uncredited)

Viola Odette Harlow as (uncredited)

Paul Moncrief as Car Driver (uncredited)

Matthew Perry as Mr. Vivian (uncredited)

Luigi Francis Shorty Rossi as Tim (uncredited)

Gary Weeks as Russ' Son (uncredited)

Harold Greene as Harold Greene