Dustin Hoffman as Ben Floss

Susan Sarandon as Jojo Floss

Jake Gyllenhaal as Joe Nast

Alexia Landeau as Cheryl

Ellen Pompeo as Bertie Knox

Richard Messing as Rabbi

Lev Friedman as Cantor

Bob Clendenin as Server #1

Jim Fyfe as Server #2

Mary Ellen Trainor as Mrs. Meyerson

Richard Fancy as Mr. Meyerson

Marcia Mitzman Gaven as Fashion Plate

Holly Hunter as Mona Camp

Gordon Clapp as Tanner

Dabney Coleman as Mike Mulcahey

Colombe Jacobsen-Derstine as Patty

Allan Corduner as Stan Michaels

Careena Melia as Diana Floss

Gary Hetzler as Speedwalker

Mary Catherine Garrison as Caroline

Audrey Marie Anderson as Audrey Anders

Virginia Newcomb as Cheryl's Friend #2

Elizabeth Janas as Cheryl's Friend #3

Dee Nelson as Waitress

McNally Sagal as Mrs. Tippet

Roxanne Hart as June Mulcahey

Lisa Anne Hillman as Jillian Mulcahey

Rachel Singer as Rhonda Ketch

Alexandra Hoffman as Diner Granddaughter

Richard T. Jones as Ty

Lenny Clarke as Gordy

Robert Wahlberg as Pinky

Tom Carey as Baxter

Phil Reeves as Mr. Don Tippet

John Balma as Walter Ketch

Tom Dahlgren as Judge

Mark Lotito as Diner Manager

Caitlin McKenna as Bar Voice (voice)

Jessica Gee-George as Bar Voice (voice)

Paul Pape as Bar Voice (voice)

Jillian Armenante as Caterer (uncredited)

David Wheeler as Diner Grandfather