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Summary

The career and personal life of writer Lee are at a standstill, so he divorces his bashful wife, Robin, and dives into a new job as an entertainment journalist. His assignments take him to the swankiest corners of Manhattan, but as he jumps from one lavish party to another and engages in numerous empty romances, he starts to doubt the worth of his work. Meanwhile, top TV producer Tony falls for Robin and introduces her to the world of celebrity.

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Cast

  • Hank Azaria

    Hank Azaria

    David

  • Kenneth Branagh

    Kenneth Branagh

    Lee Simon

  • Judy Davis

    Judy Davis

    Robin Simon

  • Leonardo DiCaprio

    Leonardo DiCaprio

    Brandon

  • Melanie Griffith

    Melanie Griffith

    Nicole Oliver

  • Famke Janssen

    Famke Janssen

    Bonnie

  • Michael Lerner

    Michael Lerner

    Dr. Lupus

  • Joe Mantegna

    Joe Mantegna

    Tony Gardella

  • Bebe Neuwirth

    Bebe Neuwirth

    Nina - the Hooker

  • Winona Ryder

    Winona Ryder

    Nola

  • Charlize Theron

    Charlize Theron

    Supermodel

  • Dylan Baker

    Dylan Baker

    Catholic Retreat Priest

  • Kate Burton

    Kate Burton

    Robin's Friend Cheryl

  • Patti D'Arbanville

    Patti D'Arbanville

    Iris

  • Karen Duffy

    Karen Duffy

    TV Reporter at Premiere

  • Ned Eisenberg

    Ned Eisenberg

    Elaine's Book Party Guest

  • Andre Gregory

    Andre Gregory

    John Papadakis

  • Allison Janney

    Allison Janney

    Evelyn Isaacs

  • Debra Messing

    Debra Messing

    TV Reporter

  • Isaac Mizrahi

    Isaac Mizrahi

    Bruce Bishop

  • Gretchen Mol

    Gretchen Mol

    Vicky

  • Larry Pine

    Larry Pine

    Philip Datloff

  • Steven Randazzo

    Steven Randazzo

    Cop at Hotel

  • Sam Rockwell

    Sam Rockwell

    Darrow Entourage

  • Aida Turturro

    Aida Turturro

    Olga

  • Celia Weston

    Celia Weston

    Dee Bartholomew

  • Jeffrey Wright

    Jeffrey Wright

    Greg

  • Carmen Dell'Orefice

    Carmen Dell'Orefice

    Pinky Virdon

  • Tony Sirico

    Tony Sirico

    Lou DeMarco

  • Kenneth Edelson

    Kenneth Edelson

    Rabbi Kaufman

  • Tony Darrow

    Tony Darrow

    Moving Man in Loft

  • Douglas McGrath

    Douglas McGrath

    Bill Gaines

  • Adrian Grenier

    Adrian Grenier

    Darrow Entourage

  • John Doumanian

    John Doumanian

    Darrow Entourage

  • J.K. Simmons

    J.K. Simmons

    Souvenir Hawker

  • Donald Trump

    Donald Trump

    Himself

  • Donna Hanover

    Donna Hanover

    Manhattan Moods Anchor Woman

  • Leslie Shenkel

    Leslie Shenkel

    Manhattan Moods Assistant Director

  • Wood Harris

    Wood Harris

    Al Swayze

  • Frank Pellegrino

    Frank Pellegrino

    Frankie

  • Renée Lippin

    Renée Lippin

    Second Examining Room Patient

  • Irina Pantaeva

    Irina Pantaeva

    Friend of Supermodel

  • Frederique van der Wal

    Frederique van der Wal

    Friend of Supermodel

  • Marian Seldes

    Marian Seldes

    Datloff Party Guest

  • David Margulies

    David Margulies

    Counselor Adelman

  • Aleksa Palladino

    Aleksa Palladino

    Production Assistant

  • Dan Moran

    Dan Moran

    Jackhammer Operator

  • Peter Castellotti

    Peter Castellotti

    Sound Recordist

  • Maurice Sonnenberg

    Maurice Sonnenberg

    Dalton Freed

  • Kathleen Doyle

    Kathleen Doyle

    Father Gladden's Fan

  • Jodi Long

    Jodi Long

    Father Gladden's Fan

  • John Carter

    John Carter

    Father Gladden

  • Marylouise Burke

    Marylouise Burke

    Father Gladden's Fan on Porch

  • Peter Boyden

    Peter Boyden

    Father Gladden's Fan on Porch

  • Peter McRobbie

    Peter McRobbie

    Father Gladden's Fan on Porch

  • Maureen McNamara

    Maureen McNamara

    Father Gladden's Fan on Porch

  • Alma Cuervo

    Alma Cuervo

    Bruce Bishop's Admirer

  • Ève Salvail

    Ève Salvail

    Bruce Bishop's Admirer

  • Polly Adams

    Polly Adams

    Exercise Tape Fan

  • Brian McConnachie

    Brian McConnachie

    Exercise Tape Fan

  • Tina Sloan

    Tina Sloan

    Waiting Room Patient

  • Dayle Haddon

    Dayle Haddon

    Waiting Room Patient

  • Julie Halston

    Julie Halston

    Patient With Jowls

  • Reuben Jackson

    Reuben Jackson

    Cameraman at Lupus Office

  • Becky Ann Baker

    Becky Ann Baker

    Glenwood High Alumna - Doris

  • Gerry Becker

    Gerry Becker

    Glenwood High Alumna - Jay Tepper

  • Ileen Getz

    Ileen Getz

    Glenwood High Alumna - Reunion Announcer

  • Frederick Rolf

    Frederick Rolf

    Book Reviewer

  • Ramsey Faragallah

    Ramsey Faragallah

    TV Program Director

  • Bernard Addison

    Bernard Addison

    Minister Polynice

  • Bruno Gunn

    Bruno Gunn

    Skinhead

  • Gabriel Millman

    Gabriel Millman

    Ricky

  • Adam Sietz

    Adam Sietz

    Vince

  • Timothy Jerome

    Timothy Jerome

    Hotel Clerk

  • Joseph Tudisco

    Joseph Tudisco

    Hotel Clerk

  • Jim Moody

    Jim Moody

    Security Guard

  • John Costelloe

    John Costelloe

    Cop at Hotel

  • Lorri Bagley

    Lorri Bagley

    Chekhov-style Writer

  • Richard Mawe

    Richard Mawe

    Elaine's Book Party Guest

  • Ted Neustadt

    Ted Neustadt

    Elaine's Book Party Guest

  • Erica Jong

    Erica Jong

    Elaine's Book Party Guest

  • Rick Mowat

    Rick Mowat

    Comic

  • Victor Colicchio

    Victor Colicchio

    Moving Man in Loft

  • Howard Erskine

    Howard Erskine

    Senator Paley

  • Angel Caban

    Angel Caban

    Limo Driver

  • Ingrid Rogers

    Ingrid Rogers

    Off-Off Broadway Actress

  • Brian McCormack

    Brian McCormack

    Phil

  • Laura Nativo

    Laura Nativo

    Jailbait (uncredited)