Celebrity

Sam Rockwell as Darrow Entourage Tony Sirico as Lou DeMarco Kathleen Doyle as Father Gladden's Fan Donald Trump as Self Lorri Bagley as Chekhov-style Writer Bebe Neuwirth as Nina - the Hooker Larry Pine as Philip Datloff Jeffrey Wright as Greg Julie Halston as Patient With Jowls John Costelloe as Cop at Hotel Famke Janssen as Bonnie Steven Randazzo as Cop at Hotel Marylouise Burke as Father Gladden's Fan on Porch Marian Seldes as Datloff Party Guest Victor Colicchio as Moving Man in Loft Brian McCormack as Phil Celia Weston as Dee Bartholomew Patti D'Arbanville as Iris Joe Mantegna as Tony Gardella Debra Messing as TV Reporter Frederique van der Wal as Friend of Supermodel Jeff Mazzola as Assistant Director Peter McRobbie as Father Gladden's Fan on Porch Alma Cuervo as Bruce Bishop's Admirer Isaac Mizrahi as Bruce Bishop Maurice Sonnenberg as Dalton Freed Gabriel Millman as Ricky Dayle Haddon as Waiting Room Patient Howard Erskine as Senator Paley Ingrid Rogers as Off-Off Broadway Actress Bruce Jay Friedman as Elaine's Book Party Guest David Margulies as Counselor Adelman Ramsey Faragallah as TV Program Director Winona Ryder as Nola Joseph Tudisco as Hotel Clerk Peter Boyden as Father Gladden's Fan on Porch Jim Moody as Security Guard Laura Nativo as Jailbait (uncredited) Gretchen Mol as Vicky Greg Mottola as Director Wood Harris as Al Swayze Kate Burton as Robin's Friend Cheryl Renée Lippin as Second Examining Room Patient Aleksa Palladino as Production Assistant Reuben Jackson as Cameraman at Lupus Office Aida Turturro as Olga Richard Mawe as Elaine's Book Party Guest Allison Janney as Evelyn Isaacs Kenneth Edelson as Rabbi Kaufman J.K. Simmons as Souvenir Hawker Ted Neustadt as Elaine's Book Party Guest Dylan Baker as Catholic Retreat Priest Rick Mowat as Comic Judy Davis as Robin Simon Peter Castellotti as Sound Recordist Bruno Gunn as Skinhead Adam Sietz as Vince Erica Jong as Elaine's Book Party Guest Douglas McGrath as Bill Gaines Brian McConnachie as Exercise Tape Fan Ileen Getz as Glenwood High Alumna - Reunion Announcer Tony Darrow as Moving Man in Loft Adrian Grenier as Darrow Entourage John Carter as Father Gladden Angel Caban as Limo Driver Hank Azaria as David Melanie Griffith as Nicole Oliver Leonardo DiCaprio as Brandon Tina Sloan as Waiting Room Patient Karen Duffy as TV Reporter at Premiere Kenneth Branagh as Lee Simon Michael Lerner as Dr. Lupus John Doumanian as Darrow Entourage Dan Moran as Jackhammer Operator Polly Adams as Exercise Tape Fan Becky Ann Baker as Glenwood High Alumna - Doris Ned Eisenberg as Elaine's Book Party Guest Jodi Long as Father Gladden's Fan Bill Gerber as Waiting Room Patient Charlize Theron as Supermodel Andre Gregory as John Papadakis Maureen McNamara as Father Gladden's Fan on Porch Bernard Addison as Minister Polynice Carmen Dell'Orefice as Pinky Virdon Frank Pellegrino as Frankie Ève Salvail as Bruce Bishop's Admirer Frederick Rolf as Book Reviewer Donna Hanover as Manhattan Moods Anchor Woman Leslie Shenkel as Manhattan Moods Assistant Director Irina Pantaeva as Friend of Supermodel Gerry Becker as Glenwood High Alumna - Jay Tepper Timothy Jerome as Hotel Clerk

Patricia Kerrigan DiCerto Casting Associate Katharina Eggmann Extras Casting Assistant Letty Aronson Co-Executive Producer Santo Loquasto Production Design Sven Nykvist Director of Photography Woody Allen Director, Screenplay Charles H. Joffe Co-Executive Producer Lisa M. Rowe Second Assistant Director Jack Rollins Co-Executive Producer Juliet Taylor Casting J.E. Beaucaire Executive Producer