Adam Sandler
Michael Newman
Kate Beckinsale
Donna Newman
Joseph Castanon
Ben at 7 years old
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
Rachel Dratch
Alice / Alan
Nick Swardson
Bed, Bath & Beyond Guy
Michael Yama
Watsuhita Head Executive
Mio Takada
Watsuhita Executive
Eiji Inoue
Watsuhita Executive
Toshi Toda
Watsuhita Executive
George K. Eguchi
Ancient Executive
Emilio Cast
Michael at 10 Years Old
Willy Goldstein
Lakeside Camp Boy
Lily Mo Sheen
Lakeside Camp Girl
Carolyn Hennesy
Kathy O'Doyle
Elena Patten
Samantha's Friend
Cheyenne Alexis Dean
Samantha's Friend
Ryan Keiser
Firecracker Teen
Christopher Levy
Firecracker Teen
Nickole Reyes
Firecracker Teen
Brianna Davis
Firecracker Teen
Robert Jones
Firecracker Teen
Manish Goyal
Habeeboo Entourage
Marco Khan
Habeeboo Entourage
Ahmad Jordan
Habeeboo Entourage
Nick Hodaly
Habeeboo Entourage
Alireza Tanbakoochi
Habeeboo Entourage
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)
Abra Chouinard
Hot Employee (uncredited)
Terry Crews
Singing Driver (uncredited)
Howard Fong
Ping Woo's Grandfather (uncredited)
Jorge Garcia
Ammer in SAP scene (uncredited)
Tracy Britton
Office Worker (uncredited)
Jason Sandler
Best Man (uncredited)
Celeste Thorson
Punk Chick (uncredited)
Lana Titov
Wedding Guest (uncredited)
Kyle Brody
Lakeside Camp Boy (uncredited)