Adrien Brody

Chris Calloway

Elise Neal

Jeanine

Lauryn Hill

Leslie

David Moscow

Reggae

Simon Baker

Kenny

Catherine Kellner

Nancy

Malcolm-Jamal Warner

Steven

Jesse L. Martin

Quincy

Sybil Darrow

Lenore

John Carroll Lynch

John English

Vonte Sweet

Marcus

Michael Stoyanov

Ethan

Elon Gold

Kurt

Lori Heuring

Donna

Avery Kidd Waddell

Al-Tarique

Roger Anthony

Sanchez

Gwendolyn Bailey

Erica

Tai Bennett

Anthony

Robert Capelli Jr.

Mike D'Amato

Siena Goines

Carol

Jennifer Coolidge

Woman at McClure's

Rachel Zients

Woman at McClure's

Gwendolyn Bessette

Woman at McClure's

H.M. Coakley

Club Announcer

Matthew Black

Waiter

Ivan Bodley

Bass Player

Jeff Bond

Drunken Frat Boy

Damien Bosco

Wedding Guest

Karey Butterworth

Girl at Bar

Ken Elston

Waiter

Nicholas Giordano

Frank

Katie Hammel

Maid of Honor

David Horton

Restaurant Patron

Jennifer Jiles

Upscale Patron's Wife

Lord Kayson

Drug Dealer Chaos

Lauren Patrice Nadler

Casting Director

Joey Napoli

Frat Guy

Geneva Carr

Funeral Guest (uncredited)

Bill Golodner

Party Goer (uncredited)

Zoe Hunter

Theatregoer (uncredited)

Rod Maiorano

Happy Wedding Guest (uncredited)

Shana Stein

Margaret (uncredited)