Movie Details
Series Cast

Ben Affleck
Charlie Maguire

Tye Sheridan
JR Maguire

Daniel Ranieri
Young JR Maguire

Lily Rabe
Dorothy Maguire

Christopher Lloyd
Grandpa Maguire

Max Martini
The Voice, JR's father

Rhenzy Feliz
Wesley

Briana Middleton
Sidney

Max Casella
Chief

Sondra James
Grandma Maguire

Michael Braun
Bobo
Matthew Delamater
Joey D

Ivan Leung
Jimmy
Danielle Ranieri
Aunt Ruth

Kate Avallone
Kathy

Mark Boyett
Sidney's Dad

Quincy Tyler Bernstine
Sidney's Mom

Ezra Knight
Professor Van Dyke

David Carl
School Psychologist

Shannon Collis
Pat
Keira Jo Lassor
Kathy's Daughter
Jennifer C. Johnson
Mrs. Williams

Michael Steven Costello
NYT Editor

Kate Middleton
NYT Personnel Woman

Jackson Damon
NYT Copyboy

Caroline Bergwall
NYT Copygirl

Daniel Washington
Officer James

Jenny Eagan
Chief's Wife

Steve Gagliastro
Other Customer

Annabella Valle
Aunt Ruth's Kid #1
Clara Kelly
Aunt Ruth's Kid #2

Meara Mahoney Gross
Aunt Ruth's Kid #3

Ron Livingston
Future JR Maguire (voice only)
Jack Baumrind
Kid in Classroom (uncredited)
Julia Bechler
Dickens Bar Regular (uncredited)
Keith R. Beck
Yale Student (uncredited)

Alissa Bourne
Dickens Bar Patron (uncredited)