Mob boss Paul Vitti is nearing the end of his term in Sing Sing, and the FBI agents monitoring him are baffled. Day after day they watch as New York''s most notorious gangland figure walks around his cell in a semi–catatonic stupor, occasionally breaking into songs from West Side Story.

Is Vitti having a nervous breakdown because of recent threats on his life by a rival family, or is his odd behavior merely a foxy ploy to get him sprung from jail early? The FBI isn't sure, and neither is his former psychotherapist Ben Sobel, who gets called in to consult on the case. The last time Sobel treated Vitti, he tried to get to the source of his debilitating anxiety attacks, but barely scratched the surface.

It will take time to examine the demons still lurking in Vitti's mind and help put him on the straight and narrow time that Sobel doesn''t want to give. The truth is, Sobel has problems of his own. His father has just died, plunging him into an identity crisis in both his personal and professional lives. Furthermore, he knows his wife Laura will be furious if he allows the unpredictable Vitti back into their lives.

But when Vitti is granted a conditional release into Sobel's care and custody, becoming his patient again and even worse his houseguest, the reluctant psychiatrist finds that he has no choice. In order to get peace back in his life he must help the troubled gangster sort out his psyche, find gainful employment and go straight which proves easier said than done.

Directed by
Harold Ramis

Cast
Robert De Niro - Paul Vitti
Billy Crystal - Dr Ben Sobel
Lisa Kudrow - Laura Sobel
Joe Viterelli - Jelly
Cathy Moriarty-Gentile - Patty LoPresti
Joseph D'Onofrio - Rigazzi Gunman
Joseph Bono - Wiseguy
Joey Diaz ('Coco') - Ducks
Jerome LePage - Convict
Brian Rogalski - Earl
Thomas Rosales Jr - Coyote
Patrick Marcune - Prisoner
John F Gooding - Prison Guard
Henry Morales-Ballet - Prison Guard
Scotty Dillin - Prison Guard
Ted Neustadt - Rabbi

Production Co.
NPV Entertainment
Roadshow Pictures
Tribeca Independent Films
Baltimore/Spring Creek Productions
Face Productions

Produced by
Laurel Ward
Suzanne Herrington
Paula Weinstein
Billy Crystal
Jane Rosenthal
Barry Levinson

Studio
Warner Bros. Pictures

Writer
Kenneth Lonergan
Peter Tolan
Peter Steinfeld

Music
David Holmes