Adam Sandler
Michael Newman
Kate Beckinsale
Donna Newman
Christopher Walken
Morty
David Hasselhoff
Ammer
Henry Winkler
Ted
Julie Kavner
Trudy
Sean Astin
Bill
Jonah Hill
Ben at 17 years old
Jake Hoffman
Ben at 22-30 years old
Tatum McCann
Samantha at 5 years old
Lorraine Nicholson
Samantha at 14 years old
Katie Cassidy
Samantha at 27 years old
Cameron Monaghan
Kevin O'Doyle
Jennifer Coolidge
Janine
Rachel Dratch
Alice / Alan
Sophie Monk
Stacy
Michelle Lombardo
Linda
Jana Kramer
Julie
Nick Swardson
Bed, Bath & Beyond Guy
Sidney Ganis
Dr. Bergman
Michael Yama
Watsuhita Head Executive
Toshi Toda
Watsuhita Executive
Frank Coraci
Male Nurse
Tim Herlihy
Doctor
Iryna Blokhina
Jogger
Willy Goldstein
Lakeside Camp Boy
Lily Mo Sheen
Lakeside Camp Girl
Carolyn Hennesy
Kathy O'Doyle
Cheyenne Alexis Dean
Samantha's Friend
Elliott Cho
Ping Woo
Robert Jones
Firecracker Teen
Jenae Altschwager
Judy
Marco Khan
Habeeboo Entourage
Dolores O'Riordan
Singer
Rob Schneider
Prince Habeeboo (uncredited)
Billy Slaughter
Newman Employee (uncredited)
James Earl Jones
Narrator of Michael's Past (voice) (uncredited)
Theresa Barrera
Susie (uncredited)
Elizabeth DeCicco
Hot Assistant (uncredited)
Terry Crews
Singing Driver (uncredited)
Howard Fong
Ping Woo's Grandfather (uncredited)
Jorge Garcia
Ammer in SAP scene (uncredited)
Jason Sandler
Best Man (uncredited)
Celeste Thorson
Punk Chick (uncredited)
Lana Titov
Wedding Guest (uncredited)
Joseph Castanon
Ben at 7 years old
Mio Takada
Watsuhita Executive
Eiji Inoue
Watsuhita Executive
George K. Eguchi
Ancient Executive
Katheryn Cain
Kirsten
Emilio Cast
Michael at 10 Years Old
Elena Patten
Samantha's Friend
Alan Au
Ping Woo's Father
Ryan Keiser
Firecracker Teen
Christopher Levy
Firecracker Teen
Nickole Reyes
Firecracker Teen
Brianna Davis
Firecracker Teen
Manish Goyal
Habeeboo Entourage
Ahmad Jordan
Habeeboo Entourage
Nick Hodaly
Habeeboo Entourage
Alireza Tanbakoochi
Habeeboo Entourage
John Pagano
Bandleader
Sally Insul
Aunt Peggy
Abra Chouinard
Hot Employee (uncredited)
Tracy Britton
Office Worker (uncredited)
Kyle Brody
Lakeside Camp Boy (uncredited)