Bill Murray

Vincent MacKenna

Melissa McCarthy

Maggie Bronstein

Jaeden Martell

Oliver Bronstein

Naomi Watts

Daka Parimova

Chris O'Dowd

Brother Geraghty

Terrence Howard

Zucko

Scott Adsit

David

Lenny Venito

Coach Mitchell

Nate Corddry

Terry

Dario Barosso

Robert Ocinski

Kimberly Quinn

Ana

Donna Mitchell

Sandy

Ann Dowd

Shirley

Reg E. Cathey

Gus

Deirdre O'Connell

Linda

Ray Iannicelli

Roger

Greta Lee

Teller #23

Maria Elena Ramirez

Amelda

Ron McLarty

Principal O'Brien

Niles Fitch

Brooklyn

Emma Fisher

Bridgette

David Iacono

Jeremiah

Alexandra Fong

Rachele

Sade Demorcy

Keesha

Gabe Hernandez

Latin Mover

Elliot Santiago

Latin Driver

Melanie Nicholls-King

Hospital Supervisor

Portia

Ultrasound Tech

Maria-Christina Oliveras

Medical Receptionist

James Andrew O'Connor

Antwan, Zucko's Partner

Brian Berrebbi

Process Server

Brenda Wehle

Judge Reynolds

Frank Wood

Maggie's Attorney

Orlagh Cassidy

Speech Therapist

Larry Gray

Belmont Teller

Joann Lamneck

Belmont Bartender

Kerry Flanagan

CT Scan Nurse

Katharina Damm

Starlet, the Dancer

Jeff Bowser

Physical Therapist

Amber Clayton

Amber, the Waitress

Fred Evanko

David's Attorney

Ron Bush

Buy Buy Baby Salesman

Tim Wilson

Priest at Assembly

J. Elaine Marcos

Nurse

David Filippi

Cab Driver

Tim Durkin

Belmont Race Caller (voice)

Richard Ford

Nature Program Narrator (voice)

Addison Rose Melfi

Girl in Class

Josh Elliott Pickel

Student (uncredited)

Alyssa Ruland

Student (uncredited)

Brett Kaminsky

School bully