The Tender Bar

Tye Sheridan

J.R. Maguire

Ben Affleck

Charlie Maguire

Daniel Ranieri

Young J.R. Maguire

Lily Rabe

Dorothy Maguire

Christopher Lloyd

Grandpa Maguire

Max Martini

The Voice

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 J.R. Maguire

Michael Balzano III

NC Cop (non-crédité)

Alex Barber

Kid in Classroom (non-crédité)

Jack Baumrind

Kid in Classroom (non-crédité)

Julia Bechler

Dickens Bar Regular (non-crédité)

Keith R Beck

Yale Student (non-crédité)

Alissa Bourne

Dickens Bar Patron (non-crédité)