Paul Giamatti as Mike Flaherty

Amy Ryan as Jackie Flaherty

Bobby Cannavale as Terry Delfino

Jeffrey Tambor as Vigman

Burt Young as Leo Poplar

Melanie Lynskey as Cindy Timmons

Alex Shaffer as Kyle

Margo Martindale as Eleanor

David Thompson as Stemler

Nina Arianda as Shelly

Mike Diliello as Jimmy Reed

Marcia Haufrecht as Gina Flaherty

Sharon Wilkins as Judge Lee

Clare Foley as Abby

Penelope Kindred as Stella

Sophie Kindred as Stella

Tim Ransom as Stuart Thatcher

Nicholas Somers as BHS Coach

Jacqueline Brogan as Woman Jogging

Marceline Hugot as Woman Jogging

Edmund Ikeda as Frank

Joseph Tiboni as Steve Deluca / Principal

Pam Levine as Church Soloist

Darren Goldstein as Sheffield Coach

Dariusz M. Uczkowski as Zachary Lowenstein

Earl Baker Jr. as Staff Member

Nicholas Lopez as Anthony Pizzno

Austin Ward as Peter Molter

Emma Degerstedt as Miss Durrance (uncredited)

Joanna Theobalds as Gina (uncredited)

Jill DeMonstoy as Wrestling Mom (uncredited)

Tom McArdle as Wrestling Match Announcer (uncredited)

Cliff Moylan as Contractor (uncredited)