Ben Affleck Charlie Maguire
George Clooney Director, Producer
Christopher Lloyd Grandpa Maguire
Quincy Tyler Bernstine Sidney's Mom
Max Martini The Voice, JR's father
Max Casella Chief
Ron Livingston Future JR Maguire (voice only)
Tye Sheridan JR Maguire
Lily Rabe Dorothy Maguire
Nancy Nugent Title Supervising Sound Editor
Sondra James Grandma Maguire
Briana Middleton Sidney
Barbara A. Hall Executive Producer
Grant Heslov Producer
Jon Title Sound Designer
William Monahan Screenplay
Rhenzy Feliz Wesley
Julian Slater Supervising Sound Editor
Ezra Knight Professor Van Dyke
Linda Cohen Music Supervisor
Michael Braun Bobo
Dara Taylor Original Music Composer
Daniel Washington Officer James
Ivan Leung Jimmy
Rachel Tenner Casting
Matt Kasmir Visual Effects Supervisor
Kate Middleton NYT Personnel Woman
Mark Boyett Sidney's Dad
Dana Pacheco Costume Supervisor
Matthew Delamater Joey D
Todd Beckett Sound Re-Recording Mixer
Shannon Collis Pat
Jennifer C. Johnson Mrs. Williams
Daniel Ranieri Young JR Maguire
Kalina Ivanov Production Design
Ted Hope Producer
Jackson Damon NYT Copyboy
Kate Avallone Kathy
Meara Mahoney Gross Aunt Ruth's Kid #3
Jenny Eagan Costume Design, Chief's Wife
Melissa M. Levander Set Decoration
Julia Bechler Dickens Bar Regular (uncredited)
Bryan Felty Art Direction
Trish Seeney Makeup Department Head
Michael Steven Costello NYT Editor
Alissa Bourne Dickens Bar Patron (uncredited)
Tanya Swerling Editor
Martin Ruhe Director of Photography
Steve Gagliastro Other Customer
J.R. Moehringer Executive Producer, Book
Annabella Valle Aunt Ruth's Kid #1
David Carl School Psychologist
Keith R. Beck Yale Student (uncredited)
Clara Kelly Aunt Ruth's Kid #2
Jack Baumrind Kid in Classroom (uncredited)
Danielle Ranieri Aunt Ruth
Caroline Bergwall NYT Copygirl
Keira Jo Lassor Kathy's Daughter