Les Winners

Paul Giamatti

— Mike Flaherty

Amy Ryan

— Jackie Flaherty

Bobby Cannavale

— Terry Delfino

Jeffrey Tambor

— Vigman

Burt Young

— Leo Poplar

Melanie Lynskey

— Cindy Timmons

Alex Shaffer

— Kyle

Margo Martindale

— Eleanor

David Thompson

— Stemler

Nina Arianda

— Shelly

Mike Diliello

— Jimmy Reed

Marcia Haufrecht

— Gina Flaherty

Sharon Wilkins

— Judge Lee

Clare Foley

— Abby

Penelope Kindred

— Stella

Sophie Kindred

— Stella

Tim Ransom

— Stuart Thatcher

Nicholas Somers

— BHS Coach

Jacqueline Brogan

— Woman Jogging

Marceline Hugot

— Woman Jogging

Edmund Ikeda

— Frank

Joseph Tiboni

— Steve Deluca / Principal

Pam Levine

— Church Soloist

Darren Goldstein

— Sheffield Coach

Dariusz M. Uczkowski

— Zachary Lowenstein

Earl Baker Jr.

— Staff Member

Nicholas Lopez

— Anthony Pizzno

Austin Ward

— Peter Molter

Emma Degerstedt

— Miss Durrance (uncredited)

Joanna Theobalds

— Gina (uncredited)