Ben

Michael Douglas

Nancy Kalmen

Susan Sarandon

Jordan

Mary-Louise Parker

Susan Porter

Jenna Fischer

Jimmy Marino

Danny DeVito

Cheston

Jesse Eisenberg

Allyson Karsch

Imogen Poots

Peter Hartofilias

Ben Shenkman

Gary Porter

David Costabile

Steve Heller

Richard Schiff

Scotty

Jake Siciliano

Cheston's Girlfriend

Olivia Thirlby

Carol Salomonde

Anastasia Griffith

Ted Loof

Alex Kaluzhsky

Nurse

Simona Levin Williams

Nurse

Simona Williams

Sgt. John Haverford

James Colby

Nascarella

Arthur J. Nascarella

Dr. Steinberg

Bruce Altman

Bill Rallye

Nick H. Toomey

Irate Student

Adam Pally

Todd the Building Manager

Lenny Venito

Maitre-D

Greg McFadden

Waiter

Ricky Garcia

Dean Edward Gitleson

Doug McGrath

Dean Edward Gitleson

Douglas McGrath

Tall Girl

Gillian Jacobs

Allyson's Attractive Friend

Katherine Owens

Kelly

Arizona Muse

Flirtatious Student (uncredited)

Stephanie Danielson

Woman Walking by Ben on the Bench (uncredited)

Brooklyn Decker

Jogger (uncredited)

Bianca Giancoli

Student (uncredited)

Anna Kuchma