Suffering from writer's block and eagerly awaiting his writing award, Harry Block remembers events from his past and scenes from his best-selling books as characters, real and fictional, come back to haunt him.
Cast of Deconstructing Harry
Woody AllenHarry Block
Judy DavisLucy
Stephanie Roth HaberleJanet (as Stephanie Roth)
Julia Louis-DreyfusLeslie
Lynn CohenJanet's Mom
Tobey MaguireHarvey Stern/Harry's Character
Tony DarrowCamera Operator
Irving MetzmanShoe Salesman
Julie KavnerGrace
Kirstie AlleyJoan
Eric LloydHilly
Mariel HemingwayBeth Kramer
Demi MooreHelen
Stanley TucciPaul Epstein
Bob BalabanRichard
Elisabeth ShueFay Sexton
Hazelle GoodmanCookie
Amy IrvingJane
Jennifer GarnerWoman in Elevator
Caroline AaronDoris
Eric BogosianBurt
Billy CrystalLarry/The Devil
Paul GiamattiProfessor Abbott
Gene SaksHarry's Father
Arden MyrinStudent Mary
Dan FrazerJanet's Dad
Joel LeffertNorman
Joe BuckYankee Announcer
Jane HoffmanGrandma
Annette ArnoldRosalee
Frederick RolfHarvey's Doctor
Elisabeth Kieselstein-CordRosalee's Sister
Lortensia HayesJennifer
Alicia MeerWoman in Shoe Store
Victoria HaleWoman in Shoe Store
Sunny ChaeLily Chang
Ralph PopeDeath
Robert HarperHarry's Doctor
Jonathan LaPagliaFirst Assistant Cameraperson
Jeff MazzolaSecond Assistant Cameraperson
Timothy JeromeDirector
Peter CastellottiCrew Member
Judy BauerleinActress
Joseph P. ReidyFirst Assistant Director
Phyllis BurdoeScript Supervisor
Barbara HollanderMel's Daughter
Adam RoseMel's Son
David S. HowardMel's Doctor
Amanda BarudinBeth Kramer's Daughter
Juliet Gelfman-RandazzoBaby Hilly
Floyd ResnickIsraeli Patient
Brian McConnachieDr. Reese
Peter JacobsonGoldberg
Tracey Lynne MillerGoldberg's Girlfriend
Irwin CharoneBar Mitzvah Host
Hy AnzellMax
Shifra LererDolly
John DoumanianBar Mitzvah Guest
Alexa AronsonBar Mitzvah Guest
Kenneth EdelsonBar Mitzvah Guest
Viola HarrisElsie
Si PickerWolf Fishbein
Howard SpiegelMr. Farber
Eugene TroobnickProfessor Wiggins
Scotty BlochMs. Paley
Ray AranhaProfessor Aranha
Marvin ChatinoverProfessor Cole
Daniel WolfProfessor Wolf
Waltrudis BuckDean of Adair University
Philip BoscoProfessor Clark
Daisy PrinceElevator Voice
Peter McRobbieDamned Man
Dan MoranDevil
Ray GarveyPoliceman on Campus
Linda PerriPolicewoman on Campus
Tony SiricoPoliceman at Jail
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