All Cast

Adam Sandler

Adam Sandler

Longfellow Deeds

Winona Ryder

Winona Ryder

Babe Bennett

John Turturro

John Turturro

Emilio Lopez

Allen Covert

Allen Covert

Marty

Peter Gallagher

Peter Gallagher

Chuck Cedar

Jared Harris

Jared Harris

Mac McGrath

Erick Avari

Erick Avari

Cecil Anderson

Peter Dante

Peter Dante

Murph

Conchata Ferrell

Conchata Ferrell

Jan

Harve Presnell

Harve Presnell

Preston Blake

Steve Buscemi

Steve Buscemi

Crazy Eyes

Blake Clark

Blake Clark

Buddy Ward

John McEnroe

John McEnroe

John McEnroe

JB Smoove

JB Smoove

Reuben

Tom McNulty

Tom McNulty

Red Parka Man

Buddy Bolton

Buddy Bolton

Cameraman

Angelito Bautista

Angelito Bautista

Sherpa

Scott Thompson Baker

Scott Thompson Baker

News Anchor

Robert Frank Telfer

Robert Frank Telfer

Business Anchor

Elizabeth Owens

Elizabeth Owens

Kitty - Bench Woman

Florence Anglin

Florence Anglin

Jane - Bench Woman

Sylvia Kauders

Sylvia Kauders

Sue - Bench Woman

Henry Hayward

Henry Hayward

Mr. Wetherley

Frank Weller

Frank Weller

Old Farmer

Karen Nation

Karen Nation

Lucy

Bruce French

Bruce French

Helicopter Pilot

Ken Forsgren

Ken Forsgren

Co-Pilot

Earl Schuman

Earl Schuman

Blake's Valet

Marijan 'Mario' Zoric

Marijan 'Mario' Zoric

Blake's Chef

Irina Davidoff

Irina Davidoff

Blake's Russian Maid

William Brady

William Brady

Chauffeur

Brandon Molale

Brandon Molale

Kevin Ward

Derek Hughes

Derek Hughes

Waiter

Walter Williamson

Walter Williamson

Kurt

Roark Critchlow

Roark Critchlow

William

Billy St. John

Billy St. John

George

Kevin Grady

Kevin Grady

Anniversary Couple

Dru Homer

Dru Homer

Anniversary Couple

Frank Montella

Frank Montella

Bishop

Alfred Dennis

Alfred Dennis

Old-Timer

Margie Loomis

Margie Loomis

Martha

Alex Buck

Alex Buck

Gum Chewer

Tyler Roche

Tyler Roche

Young Kid

Lauren Mieske

Lauren Mieske

Little Sister

Steele Hunter

Steele Hunter

Children's Father

George Wallace

George Wallace

NAACP Administrator

Gabriel Williams

Gabriel Williams

Mailroom Clerk

Dianne Crawford

Dianne Crawford

Secretary

John Kirk

John Kirk

Bartender

Aloma Wright

Aloma Wright

Coretta Keeling - Cat Lady

J.D. Donaruma

J.D. Donaruma

Fake Cop

Carter Edwards

Carter Edwards

Yelling Cop

Steven James Golebiowski

Steven James Golebiowski

Yelling Fireman

Tim Herlihy

Tim Herlihy

Fireman

ChloƩ Hult

ChloƩ Hult

Waitress

Sidney Ganis

Sidney Ganis

Homeless Man (as Sid Ganis)

Randolph LeRoi

Randolph LeRoi

Afro Man

Jeremy Chu

Jeremy Chu

Bike-Riding Kid

Gideon Jacobs

Gideon Jacobs

Bike-Riding Kid

Craig 'Radio Man' Castaldo

Craig 'Radio Man' Castaldo

Radioman

Gina Gallego

Gina Gallego

Consuela Lopez

Al Sharpton

Al Sharpton

The Rhyme Master

Dion Anderson

Dion Anderson

Shareholder

Susan Bjurman

Susan Bjurman

Shareholder

Andy Kreiss

Andy Kreiss

Shareholder

Ramesh Pandey

Ramesh Pandey

Shareholder

Maurice G. Smith

Maurice G. Smith

Shareholder

Jennifer Tisdale

Jennifer Tisdale

Card Reader

Toshi Toda

Toshi Toda

Card Reader

Rob Schneider

Rob Schneider

Nazo the Italian Delivery Man (uncredited)

Steve C. Porter

Steve C. Porter

Pvt. James Dailey (uncredited)