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