Ryan Gosling as Dean

Michelle Williams as Cindy

John Doman as Jerry

Mike Vogel as Bobby

Ben Shenkman as Dr. Feinberg

Jen Jones as Gramma

Maryann Plunkett as Glenda

Faith Wladyka as Frankie

Marshall Johnson as Marshall

James Benatti as Jamie

Barbara Troy as Jo

Carey Westbrook as Charley

Eileen Rosen as Mimi

Enid Graham as Professor

Ashley Gurnari as Checker

Jack Parshutich as Billy

Samii Ryan as Amanda

Mark Benginia as Concierge

Timothy Liveright as Doctor

Tamara Torres as Maria

Robert Russell as Justice of the Peace

Michelle Nagy as Music Teacher

Felicia Reid as Nurse

Melvin Jurdem as Old Man

Alan Malkin as Cab Driver

Derik Belanger as Tony

Isabella Frigoletto as Child #1

Madison Ledergerber as Child #2

Jaimie Jensen as Pregnant Woman

Joseph Basile as Warehouse Mover (uncredited)

Ian Bonner as Room Service Guy (uncredited)

Robert Eckard as Father (uncredited)

Corey Sullivan as Jake (uncredited)