Adam Sandler as Barry Egan

Emily Watson as Lena Leonard

Philip Seymour Hoffman as Dean Trumbell

Luis Guzmán as Lance

Mary Lynn Rajskub as Elizabeth Egan

Robert Smigel as Walter the Dentist

Jason Andrews as Operator Carter (voice)

Don McManus as Plastic (voice)

David Schrempf as Customer #1

Seann Conway as Customer #2

Rico Bueno as Rico

Hazel Mailloux as Rhonda

Karen Kilgariff as Anna (voice)

Julie Hermelin as Kathleen

Salvador Curiel as Sal

Jorge Barahona as Jorge

Ernesto Quintero as Ernesto

Julius Steuer as Mechanic

Lisa Spector as Susan

Nicole Gelbard as Nicole

Mia Weinberg as Gilda

Karen Hermelin as Anna

Larry Ring as Steve - Brother-in-Law

Kerry Gelbard as Richard - Brother-in-Law

Ashley Clark as Phone Sex Sister

Alan Parry as Member of After Eden Band

John E. Beck as Member of After Eden Band

Eddie Wayne Howell as Member of After Eden Band

Taylor J. Thomas as Member of After Eden Band

Bobby Bluehouse as After Eden Sound Man

David H. Stevens as David

Nathan Stevens as Nate

Jimmy Stevens as Jim

Carol Mirelez as Phone Sex Girl #1 - Utah

June Sepulveda as Phone Sex Girl #2 - Utah

Andrew Higgs as Restaurant Manager

Rogerlyn Kanealii Wakinekona as Lena's Apartment Receptionist

Mike D. Stevens as Mike D.

Catherine Cooley as Flight Attendant

Michael Immel as Man on Plane

Ross Lasi Tanoai as Cab Driver

Jonathan Loughran as Wrong Number (voice)

Kaila as Member of Ladies K Band

Ku'Ulei as Member of Ladies K Band

Sissy Lake as Hula Dancer

Marie Irwin as Lena's Nurse

Esther Imade Balogun as Receptionist Nurse

Thomas Bornt as Dean's Employee

Mary Kilmartin as D&D Mattress Customer

Anica Brown as Parader (uncredited)

Ryder Davis as Customer (uncredited)

Wells Rosales as Leo (uncredited)

Shelley Waggener as Co-Worker (uncredited)

Joji Yoshida as Japanese Tourist (uncredited)