Top Billed Cast

1. 

   Nat Wolff

   Nat

2. 

   Alex Wolff

   Alex

3. 

   Cooper Pillot

   Cooper

4. 

   Thomas Batuello

   Thomas

5. 

   David Levi

   David

6. 

   Joshua Kaye

   Josh

7. 

   Maia Pillot

   Teenage Girl Fan

8. 

   Dominique Patterson

   Teenage Girl Fan

9. 

   Nile Emir Adams

   Intellectual Little Boy Fan

10. 

    Siam Siou

    Coffee Shop Guy

11. 

    Justin Campbell

    Street Person

12. 

    Barbara Eda-Young

    Musicologist

13. 

    Zosia Nahoum

    Jump-roper

14. 

    Veronica Afflerbach

    Jump-roper

15. 

    Jo Jo Scott

    Young Rapper

16. 

    George Stoian

    George

17. 

    Tim Draper

    Principal Joe Schmoke

18. 

    Deborah Offner

    Asst. to Principal Schmoke

19. 

    Judy Anderson

    Kindergarten Teacher

20. 

    John Behlig

    Kindergarten Teacher

21. 

    Cole Hawkins

    Cole

22. 

    Michael Wolff

    Nat & Alex's Dad

23. 

    Jesse Draper

    Jesse (Babysitter / Tutor)

24. 

    John B. Williams

    John B.

25. 

    Ray Chambers

    Scratch DJ

26. 

    James Badge Dale

    Romantic Newlywed

27. 

    Gretchen Egolf

    Romantic Newlywed

28. 

    Mike Hvizdo

    Romantic Gay Newlywed

29. 

    Brad O'Connor

    Romantic Gay Newlywed

30. 

    Allie DiMeco

    Rosalina

31. 

    Shelby Young

    Screaming Teenage Girl Fan

32. 

    Erik Jensen

    Photographer

33. 

    Noelle Beck

    Josh's Mom

34. 

    Phoebe Legere

    David's Mom

35. 

    Jonathan Pillot

    Mort Needleman

36. 

    Samantha Cordero

    Autograph Girl Fan

37. 

    Nastassja Schmiedt

    Autograph Girl Fan

38. 

    Eleanor Draper

    Autograph Girl Fan

39. 

    Johnnie Mae Allen

    Teacher Who Gets Flipped

40. 

    Daniel Tai

    Rosalina's Dad

41. 

    John Rue

    Thomas' Dad

42. 

    Adam Draper

    Timmerman Brother

43. 

    Coulter Mulligan

    Timmerman Brother

44. 

    Billy Draper

    Timmerman Brother

45. 

    Tony Ray Rossi

    Upset Father

46. 

    Mike Rock

    Medic

47. 

    Max Fishelson

    Alphabet Burp Boy

48. 

    Lisa Mulligan

    Ears Inside of Head Girl

49. 

    Eunice Cho

    Hoola Hoop Girl

50. 

    Mikey Kellman

    Massage Kid

51. 

    Tyrel Jackson Williams

    Toy Guitar Player

52. 

    Vic D. Vine

    Hardcore Wrestler

53. 

    David Palumbo

    Hardcore Wrestler

54. 

    Cindy Blackman

    Cindy Blackman

55. 

    Timothy Busfield

    Timothy Busfield

56. 

    Ann Curry

    Ann Curry

57. 

    Polly Draper

    Polly Draper

58. 

    Arsenio Hall

    Arsenio Hall

59. 

    Mel Harris

    Mel Harris

60. 

    Peter Horton

    Peter Horton

61. 

    Ricki Lake

    Ricki Lake

62. 

    Cyndi Lauper

    Cyndi Lauper

63. 

    Melanie Mayron

    Melanie Mayron

64. 

    Julianne Moore

    Julianne Moore

65. 

    Ken Olin

    Ken Olin

66. 

    Brent Popolizio

    Brent Popolizio

67. 

    Tony Shalhoub

    Tony Shalhoub

68. 

    David Thornton

    David Thornton

69. 

    Uma Thurman

    Uma Thurman

70. 

    Patricia Wettig

    Patricia Wettig

71. 

    Nancy Wilson

    Nancy Wilson

72. 

    Maya N. Blake

    Madison (uncredited)