Kate Beckinsale Donna Newman
Sean Astin Bill
Adam Sandler Michael Newman, Producer
Jonah Hill Ben at 17 years old
Terry Crews Singing Driver (uncredited)
Jennifer Coolidge Janine
Christopher Walken Morty
Elizabeth DeCicco Hot Assistant (uncredited)
Cameron Monaghan Kevin O'Doyle
David Hasselhoff Ammer
Rob Schneider Prince Habeeboo (uncredited)
Henry Winkler Ted
James Earl Jones Narrator of Michael's Past (voice) (uncredited)
Marco Khan Habeeboo Entourage
Katie Cassidy Samantha at 27 years old
Jorge Garcia Ammer in SAP scene (uncredited)
Rachel Dratch Alice / Alan
Jake Hoffman Ben at 22-30 years old
Ian Fox "A" Camera Operator
Frank Coraci Director, Male Nurse
Mark Allen Sound Effects Editor
Jenae Altschwager Judy
Lily Mo Sheen Lakeside Camp Girl
Spencer Kayden Bar Patron (uncredited)
Rick Baker Special Effects Makeup Artist
James J. Gilson Chief Lighting Technician
Tracy Bennett Still Photographer
Julie Kavner Trudy
Max Daniels Stunts
Nick Swardson Bed, Bath & Beyond Guy
Tammy Sandler Unit Publicist
Tim Herlihy Executive Producer, Doctor
Richard Merryman "B" Camera Operator
Brian Ruberg Foley Mixer
Blake Clark Roy (uncredited)
Jessica Peel Assistant Costume Designer
Kazu Hiro Prosthetic Supervisor
Bill W. Benton Sound Mixer
Daryl Kass Unit Production Manager
Lorraine Nicholson Samantha at 14 years old
Carolyn Hennesy Kathy O'Doyle
Ellen Lutter Costume Design
Elmo Weber Supervising Sound Editor
Michael T. Ryan Music Editor
Toshi Toda Watsuhita Executive
Jeff 'Moose' Howery Dolly Grip
J.J. George Music Editor
Matthew P. Hanson Assistant Sound Editor
Billy Slaughter Newman Employee (uncredited)
David V. Butler Dialogue Editor
Marisa Ferrey Second Second Assistant Director
Rupert Gregson-Williams Original Music Composer
Charlie Scott Jr. Craft Service
Gary A. Hecker Foley Artist
Kevin Grady Co-Producer
Hugo Santiago Set Designer
Vanessa Motta Stunts
Tamara McDonough Additional Editing
Fred L. McLane First Assistant "B" Camera
Chuck Askerneese Assistant Property Master
John Collins Assistant Art Director
Alan Au Art Direction
Blake Neely Conductor
David Bach Supervising Sound Editor
Corina C. Duran-Rabichuk Makeup Artist
J.J. Perry Stunts
Michael H. Barnett Stunts
Howard London ADR Mixer
Timothy S. Wiles Property Master
Bill 'Kauhane' Hoyt Standby Painter
Robert Jones Firecracker Teen
Jana Kramer Julie