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.
Hank Azaria
as David
Kenneth Branagh
as Lee Simon
Judy Davis
as Robin Simon
Leonardo DiCaprio
as Brandon
Melanie Griffith
as Nicole Oliver
Famke Janssen
as Bonnie
Michael Lerner
as Dr. Lupus
Joe Mantegna
as Tony Gardella
Bebe Neuwirth
as Nina - the Hooker
Winona Ryder
as Nola
Charlize Theron
as Supermodel
Dylan Baker
as Catholic Retreat Priest