Woody Allen Director, Self, Screenwriter Sean Penn Emmet Ray Actor Samantha Morton Hattie Actor Uma Thurman Blanche Actor Brian Markinson Bill Shields Actor Anthony LaPaglia Al Torrio Actor Gretchen Mol Ellie Actor Vincent Guastaferro Sid Bishop Actor John Waters Mr. Haynes Actor Constance Schulman Hazel Actor Kellie Overbey Iris Actor James Urbaniak Harry Actor Mark Damon Johnson Omer Actor Darryl Alan Reed Don Actor Dick Monday Chester Weems Actor Josh Mowery Movie Director Actor Fred Goehner William Weston Actor Brad Garrett Joe Bedloe Actor Ben Duncan Self Nat Hentoff Self Douglas McGrath Self Jean Doumanian Producer Fei Zhao Cinematographer Alisa Lepselter Film Editing Dick Hyman Original Music Santo Loquasto Production Design Tom Warren Art Director Jessica Lanier Set Decoration Laura Bauer Costume Design Laura Rosenthal Casting Juliet Taylor Casting