When Longfellow Deeds, a small-town pizzeria owner and poet, inherits $40 billion from his deceased uncle, he quickly begins rolling in a different kind of dough. Moving to the big city, Deeds finds himself besieged by opportunists all gunning for their piece of the pie. Babe, a television tabloid reporter, poses as an innocent small-town girl to do an exposé on Deeds.
Adam Sandler
Longfellow Deeds
Winona Ryder
Babe Bennett
John Turturro
Emilio Lopez
Allen Covert
Marty
Peter Gallagher
Chuck Cedar
Jared Harris
Mac McGrath
Erick Avari
Cecil Anderson
Peter Dante
Murph
Conchata Ferrell
Jan
Harve Presnell
Preston Blake
Steve Buscemi
Crazy Eyes
Blake Clark
Buddy Ward
John McEnroe
John McEnroe
JB Smoove
Reuben
Buddy Bolton
Cameraman
Angelito Bautista
Sherpa
Scott Thompson Baker
News Anchor
Robert Frank Telfer
Business Anchor
Elizabeth Owens
Kitty - Bench Woman
Florence Anglin
Jane - Bench Woman
Sylvia Kauders
Sue - Bench Woman
Henry Hayward
Mr. Wetherley
Frank Weller
Old Farmer
Karen Nation
Lucy
Bruce French
Helicopter Pilot
Ken Forsgren
Co-Pilot
Earl Schuman
Blake's Valet
Irina Davidoff
Blake's Russian Maid
William Brady
Chauffeur
Brandon Molale
Kevin Ward
Derek Hughes
Waiter
Walter Williamson
Kurt
Roark Critchlow
William
Billy St. John
George
Frank Montella
Bishop
Alfred Dennis
Old-Timer
Margie Loomis
Martha
Alex Buck
Gum Chewer
Tyler Roche
Young Kid
Lauren Mieske
Little Sister
George Wallace
NAACP Administrator
Gabriel Williams
Mailroom Clerk
Dianne Crawford
Secretary
John Kirk
Bartender
Aloma Wright
Coretta Keeling - Cat Lady
J.D. Donaruma
Fake Cop
Carter Edwards
Yelling Cop
Chloé Hult
Waitress
Sidney Ganis
Homeless Man (as Sid Ganis)
Jeremy Chu
Bike-Riding Kid
Gideon Jacobs
Bike-Riding Kid
Craig 'Radio Man' Castaldo
Radioman
Gina Gallego
Consuela Lopez
Al Sharpton
The Rhyme Master
Dion Anderson
Shareholder
Susan Bjurman
Shareholder
Andy Kreiss
Shareholder
Ramesh Pandey
Shareholder
Maurice G. Smith
Shareholder
Jennifer Tisdale
Card Reader
Toshi Toda
Card Reader
Rob Schneider
Nazo the Italian Delivery Man (uncredited)
Steve C. Porter
Pvt. James Dailey (uncredited)
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