Campbell Scott Bob Director, Actor Stanley Tucci Secondo Director, Actor, Writer Minnie Driver Phyllis Actor Ian Holm Pascal Actor Isabella Rossellini Gabriella Actor Tony Shalhoub Primo Actor Marc Anthony Cristiano Actor Allison Janney Ann Actor Caroline Aaron Woman in Restaurant Actor Larry Block Man in Restaurant Actor Andre Belgrader Stash Actor Peter McRobbie Loan Officer Actor Liev Schreiber Leo Actor Pasquale Cajano Alberto N. Pisani Actor Christine Tucci Woman Singer Actor Gene Canfield Charlie Actor Tina Bruno Ida Actor Peter Appel Chubby Actor Jack O'Connell Man on Truck Actor Karen Shallo Chubby's Wife Actor Alvaleta Guess Lenore Actor Tamar Kotoske Dean Actor Robert W. Castle Father O'Brien Actor Susan Floyd Joan Actor Dina Spybey-Waters Natalie Actor Seth Jones Jameson Actor Ken Cheeseman Photographer Actor Joseph Tropiano Writer Jonathan Filley Producer David Paul Kirkpatrick Executive Producer Keith Samples Executive Producer Ken Kelsch Cinematographer Suzy Elmiger Film Editing Gary DeMichele Original Music Andrew Jackness Production Design Jeffrey D. McDonald Art Director David Stein Art Director Susan Raney Set Decoration Juliet Polcsa Costume Design Ellen Lewis Casting