Top Billed Cast

1. 

   Adam Sandler

   Michael Newman

2. 

   Kate Beckinsale

   Donna Newman

3. 

   Christopher Walken

   Morty

4. 

   David Hasselhoff

   Ammer

5. 

   Henry Winkler

   Ted

6. 

   Julie Kavner

   Trudy

7. 

   Sean Astin

   Bill

8. 

   Joseph Castanon

   Ben at 7 years old

9. 

   Jonah Hill

   Ben at 17 years old

10. 

    Jake Hoffman

    Ben at 22-30 years old

11. 

    Tatum McCann

    Samantha at 5 years old

12. 

    Lorraine Nicholson

    Samantha at 14 years old

13. 

    Katie Cassidy

    Samantha at 27 years old

14. 

    Cameron Monaghan

    Kevin O'Doyle

15. 

    Jennifer Coolidge

    Janine

16. 

    Rachel Dratch

    Alice / Alan

17. 

    Sophie Monk

    Stacy

18. 

    Michelle Lombardo

    Linda

19. 

    Jana Kramer

    Julie

20. 

    Nick Swardson

    Bed, Bath & Beyond Guy

21. 

    Sidney Ganis

    Dr. Bergman

22. 

    Michael Yama

    Watsuhita Head Executive

23. 

    Mio Takada

    Watsuhita Executive

24. 

    Eiji Inoue

    Watsuhita Executive

25. 

    Toshi Toda

    Watsuhita Executive

26. 

    George K. Eguchi

    Ancient Executive

27. 

    Katheryn Cain

    Kirsten

28. 

    Frank Coraci

    Male Nurse

29. 

    Tim Herlihy

    Doctor

30. 

    Iryna Blokhina

    Jogger

31. 

    Emilio Cast

    Michael at 10 Years Old

32. 

    Willy Goldstein

    Lakeside Camp Boy

33. 

    Lily Mo Sheen

    Lakeside Camp Girl

34. 

    Carolyn Hennesy

    Kathy O'Doyle

35. 

    Elena Patten

    Samantha's Friend

36. 

    Cheyenne Alexis Dean

    Samantha's Friend

37. 

    Elliott Cho

    Ping Woo

38. 

    Alan Au

    Ping Woo's Father

39. 

    Ryan Keiser

    Firecracker Teen

40. 

    Christopher Levy

    Firecracker Teen

41. 

    Nickole Reyes

    Firecracker Teen

42. 

    Brianna Davis

    Firecracker Teen

43. 

    Robert Jones

    Firecracker Teen

44. 

    Jenae Altschwager

    Judy

45. 

    Manish Goyal

    Habeeboo Entourage

46. 

    Marco Khan

    Habeeboo Entourage

47. 

    Ahmad Jordan

    Habeeboo Entourage

48. 

    Nick Hodaly

    Habeeboo Entourage

49. 

    Alireza Tanbakoochi

    Habeeboo Entourage

50. 

    John Pagano

    Bandleader

51. 

    Dolores O'Riordan

    Singer

52. 

    Sally Insul

    Aunt Peggy

53. 

    Rob Schneider

    Prince Habeeboo (uncredited)

54. 

    Billy Slaughter

    Newman Employee (uncredited)

55. 

    James Earl Jones

    Narrator of Michael's Past (voice) (uncredited)

56. 

    Theresa Barrera

    Susie (uncredited)

57. 

    Elizabeth DeCicco

    Hot Assistant (uncredited)

58. 

    Abra Chouinard

    Hot Employee (uncredited)

59. 

    Terry Crews

    Singing Driver (uncredited)

60. 

    Howard Fong

    Ping Woo's Grandfather (uncredited)

61. 

    Jorge Garcia

    Ammer in SAP scene (uncredited)

62. 

    Tracy Britton

    Office Worker (uncredited)

63. 

    Jason Sandler

    Best Man (uncredited)

64. 

    Celeste Thorson

    Punk Chick (uncredited)

65. 

    Lana Titov

    Wedding Guest (uncredited)

66. 

    Kyle Brody

    Lakeside Camp Boy (uncredited)