Bruce Willis

Character: Russ Duritz

Spencer Breslin

Character: Rusty Duritz

Emily Mortimer

Character: Amy

Lily Tomlin

Character: Janet

Jean Smart

Character: Deirdre Lefever

Chi McBride

Character: Kenny

Daniel von Bargen

Character: Sam Duritz

Dana Ivey

Character: Dr. Alexander

Stanley Anderson

Character: Bob Riley

Juanita Moore

Character: Kenny's Grandmother

Susan Dalian

Character: Giselle

Esther Scott

Character: Clarissa

Deborah May

Character: Governor

Vernee Watson-Johnson

Character: Newsstand Cashier

Jan Hoag

Character: Newsstand Tourist

Melissa McCarthy

Character: Sky King Waitress

Elizabeth Arlen

Character: Gloria Duritz

Alexandra Barreto

Character: Flight Attendant

John Apicella

Character: Hot Dog Vendor

Brian McGregor

Character: Vince

Reiley McClendon

Character: Mark

Brian Tibbetts

Character: Herbert

Brian McLaughlin

Character: George

Steve Tom

Character: Lawyer Bruce

Marc Copage

Character: Lawyer Jim

Rod McLachlan

Character: Lawyer Seamus

Scott Mosenson

Character: Wedding Guest

Brian Fenwick

Character: Governor's Aide

Duke Faeger

Character: Governor's Other Aide

Toshiya Agata

Character: Sushi Chef

Joshua Finkel

Character: Josh

Lou Beatty Jr.

Character: General Manager

E.J. Callahan

Character: Principal

Daryl Anderson

Character: Janet's Husband

Darrell Foster

Character: Best Man

Michael Wajacs

Character: Security Guard

John Travis

Character: Chef Mike

Larry King

Character: Larry King

Jeri Ryan

Character: Larry King's Guest

Nick Chinlund

Character: Larry King's Guest

Stuart Scott

Character: Ritch Eisen

Rich Eisen

Character: Stuart Scott

Kevon Edmonds

Character: Wedding Singer

Julia Waters

Character: Backup Singer

Maxine Waters Willard

Character: Backup Singer

Stephanie Spruill

Character: Backup Singer

Tanisha Grant

Character: Bridesmaid (uncredited)

Viola Odette Harlow

Character: (uncredited)

Paul Moncrief

Character: Car Driver (uncredited)

Matthew Perry

Character: Mr. Vivian (uncredited)

Luigi Francis Shorty Rossi

Character: Tim (uncredited)

Gary Weeks

Character: Russ' Son (uncredited)

Harold Greene

Character: Harold Greene