Paul Giamatti as Mike Flaherty

Alex Shaffer as Kyle

Amy Ryan as Jackie Flaherty

Melanie Lynskey as Cindy Timmons

Bobby Cannavale as Terry Delfino

Jeffrey Tambor as Vigman

Burt Young as Leo Poplar

Nina Arianda as Shelly

Margo Martindale as Eleanor

Clare Foley as Abby

David Thompson as Stemler

Marcia Haufrecht as Gina Flaherty

Sharon Wilkins as Judge Lee

Penelope Kindred as Stella

Sophie Kindred as Stella

Tim Ransom as Stuart Thatcher

Marceline Hugot as Woman Jogging

Darren Goldstein as Sheffield Coach

Edmund Ikeda as Frank

Joseph Tiboni as Steve Deluca / Principal

Pam Levine as Church Soloist

Dariusz M. Uczkowski as Zachary Lowenstein