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Adam Sandler

Michael Newman

Kate Beckinsale

Donna Newman

Christopher Walken

Morty

David Hasselhoff

Ammer

Henry Winkler

Ted

Julie Kavner

Trudy

Sean Astin

Bill

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

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

Mio Takada

Watsuhita Executive

Eiji Inoue

Watsuhita Executive

Toshi Toda

Watsuhita Executive

George K. Eguchi

Ancient Executive

Katheryn Cain

Kirsten

Frank Coraci

Male Nurse

Tim Herlihy

Doctor

Iryna Blokhina

Jogger

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

Elliott Cho

Ping Woo

Alan Au

Ping Woo's Father

Ryan Keiser

Firecracker Teen

Christopher Levy

Firecracker Teen

Nickole Reyes

Firecracker Teen

Brianna Davis

Firecracker Teen

Robert Jones

Firecracker Teen

Jenae Altschwager

Judy

Manish Goyal

Habeeboo Entourage

Marco Khan

Habeeboo Entourage

Ahmad Jordan

Habeeboo Entourage

Nick Hodaly

Habeeboo Entourage

Alireza Tanbakoochi

Habeeboo Entourage

John Pagano

Bandleader

Dolores O'Riordan

Singer

Sally Insul

Aunt Peggy

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)

Blake Clark

Roy (uncredited)

Lowe Cunningham

Young Mother (uncredited)

Freddie De Grate

Segue Guy (uncredited)

Betsy Hammer

Singer (uncredited)

Dalon Huntington

Vendor (uncredited)

Jen Johnson

Bikini Girl (uncredited)

Spencer Kayden

Bar Patron (uncredited)

Samantha Kelly

Wedding Guest (uncredited)

Traycee King

Bar Patron (uncredited)

Karen Levine

Sexual Harasser (uncredited)

Kat Lombard

Ex-Girlfriend Tamara (uncredited)

Anna Lunberry

Bar Patron (uncredited)

Mark Mahoney

Waiter (uncredited)

Danny McKinnon

Max (uncredited)

Shane Ralston

Parking Attendant (uncredited)

Alexandra Sullivan

Supermodel (uncredited)

C. Michelle Woods

Ex-Girlfriend (uncredited)