Sean Penn

Emmet Ray

Samantha Morton

Hattie

Anthony LaPaglia

Al Torrio

Uma Thurman

Blanche Williams

James Urbaniak

Harry

John Waters

Mr. Haynes

Gretchen Mol

Ellie

Denis O'Hare

Jake

Molly Price

Ann

Brian Markinson

Bill Shields

Tony Darrow

Ben

Daniel Okrent

A.J. Pickman

Brad Garrett

Joe Bedloe

Kaili Vernoff

Gracie

Woody Allen

Himself

Ben Duncan (DJ)

Himself

Nat Hentoff

Himself

Douglas McGrath

Himself

Dan Moran

Boss

Chris Bauer

Ace

Darryl Alan Reed

Don

Constance Shulman

Hazel

Kellie Overbey

Iris

Katie Hamill

Mary