Philip Seymour Hoffman Jack Director, Actor, Executive Producer John Ortiz Clyde Actor, Executive Producer Amy Ryan Connie Actor Daphne Rubin-Vega Lucy Actor Tom McCarthy Dr. Bob Actor Richard Petrocelli Uncle Frank Actor Shawna Bermender Becky Actor Salvatore Inzerillo Cannoli Actor Elizabeth Rodriguez Event Coordinator Actor James P. Anderson Pool Swimmer Actor Stephen Adly Guirgis MTA Worker Actor Robert Glaudini Screenwriter Marc Turtletaub Producer Beth O'Neil Producer Peter Saraf Producer Emily Ziff Producer Mott Hupfel Cinematographer Brian A. Kates Film Editing Avy Kaufman Casting Thérèse DePrez Production Design Matteo De Cosmo Art Director Rebecca Meis DeMarco Set Decoration Mimi O'Donnell Costume Design Grizzly Bear Original Music