Harry Block

Woody Allen

Doris

Caroline Aaron

Joan

Kirstie Alley

Lucy

Judy Davis

Fay Sexton

Elisabeth Shue

Richard

Bob Balaban

Larry / The Devil (Harry's Character)

Billy Crystal

Ken

Richard Benjamin

Burt

Eric Bogosian

Cookie

Hazelle Goodman

Hilly

Eric Lloyd

Helen / Harry's Character

Demi Moore

Beth Kramer

Mariel Hemingway

Leslie

Julia Louis-Dreyfus

Jane

Amy Irving

Harvey Stern

Tobey Maguire

Grace

Julie Kavner

Mel / Harry's Character

Robin Williams

Paul Epstein / Harry's Character

Stanley Tucci

Rosalee

Annette Arnold

Max

Hy Anzell

Ms. Paley

Scotty Bloch

Professor Clark

Philip Bosco

Janet

Stephanie Roth

Harry's Doctor

Robert Harper

Harry's Father

Gene Saks

Devil

Dan Morando

Elsie

Viola Harris

Dolly

Shifra Lerer

Policeman on Campus

Ray Garvey

Woman in Elevator

Jennifer Garner

Henry Goodman

Policewoman on Campus

Linda Perri

Policeman at Jail

Tony Sirico

Janet's Dad

Dan Frazer

Professor Aranha

Ray Aranha

Norman

Joel Leffert

Janet's Mom

Lynn Cohen

Professor Abbott

Paul Giamatti

Yankee Announcer

Joe Buck

Professor Cole

Marvin Chatinover

Grandma

Jane Hoffman

Professor Wolf

Daniel Wolf

Professor Wiggins

Eugene Troobnick

Harvey's Doctor

Frederick Rolf

Rosalee's Sister

Elisabeth Kieselstein-Cord

Jennifer

Lortensia Hayes

Woman in Shoe Store

Alicia Meer

Kenneth Branagh

Woman in Shoe Store

Victoria Hale

Shoe Salesman

Irving Metzman

Lily Chang

Sunny Chae

Death

Ralph Pope

Camera Operator

Tony Darrow

First Assistant Cameraperson

Jonathan LaPaglia

Second Assistant Cameraperson

Jeff Mazzola

Director

Timothy Jerome

Crew Member

Peter Castellotti

Actress

Judy Bauerlein

First Assistant Director

Joseph P. Reidy

Script Supervisor

Phyllis Burdoe

Mel's Daughter

Barbara Hollander

Mel's Son

Adam Rose

Mel's Doctor

David S. Howard

Beth Kramer's Daughter

Amanda Barudin

Baby Hilly

Juliet Gelfman-Randazzo

Israeli Patient

Floyd Resnick

Dr. Reese

Brian McConnachie

Goldberg

Peter Jacobson

Goldberg's Girlfriend

Tracey Lynne Miller

Bar Mitzvah Host

Irwin Charone

Bar Mitzvah Guest

John Doumanian

Bar Mitzvah Guest

Alexa Aronson

Bar Mitzvah Guest

Kenneth Edelson

Wolf Fishbein

Si Picker

Mr. Farber

Howard Spiegel

Dean of Adair University

Waltrudis Buck

Student Mary

Arden Myrin

Elevator Voice

Daisy Prince

Damned Man

Peter McRobbie

Devil

Dan Moran