Cast 37

1. 

   Ben Affleck

   Charlie Maguire

2. 

   Tye Sheridan

   JR Maguire

3. 

   Daniel Ranieri

   Young JR Maguire

4. 

   Lily Rabe

   Dorothy Maguire

5. 

   Christopher Lloyd

   Grandpa Maguire

6. 

   Max Martini

   The Voice, JR's father

7. 

   Rhenzy Feliz

   Wesley

8. 

   Briana Middleton

   Sidney

9. 

   Max Casella

   Chief

10. 

    Sondra James

    Grandma Maguire

11. 

    Michael Braun

    Bobo

12. Matthew Delamater

    Joey D

13. 

    Ivan Leung

    Jimmy

14. Danielle Ranieri

    Aunt Ruth

15. 

    Kate Avallone

    Kathy

16. 

    Mark Boyett

    Sidney's Dad

17. 

    Quincy Tyler Bernstine

    Sidney's Mom

18. 

    Ezra Knight

    Professor Van Dyke

19. 

    David Carl

    School Psychologist

20. 

    Shannon Collis

    Pat

21. Keira Jo Lassor

    Kathy's Daughter

22. Jennifer C. Johnson

    Mrs. Williams

23. Michael Steven Costello

    NYT Editor

24. 

    Kate Middleton

    NYT Personnel Woman

25. 

    Jackson Damon

    NYT Copyboy

26. 

    Caroline Bergwall

    NYT Copygirl

27. 

    Daniel Washington

    Officer James

28. 

    Jenny Eagan

    Chief's Wife

29. 

    Steve Gagliastro

    Other Customer

30. 

    Annabella Valle

    Aunt Ruth's Kid #1

31. Clara Kelly

    Aunt Ruth's Kid #2

32. 

    Meara Mahoney Gross

    Aunt Ruth's Kid #3

33. 

    Ron Livingston

    Future JR Maguire (voice only)

34. Jack Baumrind

    Kid in Classroom (uncredited)

35. Julia Bechler

    Dickens Bar Regular (uncredited)

36. Keith R Beck

    Yale Student (uncredited)

37. 

    Alissa Bourne

    Dickens Bar Patron (uncredited)

Troupe 24