 | Adam Sandler als Longfellow Deeds |
 | Winona Ryder als Babe Bennett |
 | John Turturro als Emilio Lopez |
 | Allen Covert als Marty |
 | Peter Gallagher als Chuck Cedar |
 | Erick Avari als Cecil Anderson |
 | Jared Harris als Mac McGrath |
 | Steve Buscemi als Crazy Eyes |
 | Conchata Ferrell als Jan |
 | Peter Dante als Murph |
 | Harve Presnell als Preston Blake |
 | Brandon Molale als Kevin Ward |
 | John McEnroe als John McEnroe |
 | Blake Clark als Buddy Ward |
 | J.B. Smoove als Reuben |
 | George Wallace als NAACP Administrator |
 | Gideon Jacobs als Bike-Riding Kid |
 | Al Sharpton als The Rhyme Master |
 | Rob Schneider als Nazo |
 | Alex Buck als Gum Chewer |
| Sidney Ganis | Producer |
| Jack Giarraputo | Producer |
| Teddy Castellucci | Original Music Composer |
| Peter Lyons Collister | Director of Photography |
| Jeff Gourson | Editor |
| Roger Mussenden | Casting |
| Perry Andelin Blake | Production Design |
| Stephen McCabe | Art Direction |
| Lauri Gaffin | Set Decoration |
| Ellen Lutter | Costume Design |
| Steven Brill | Director |
| Tim Herlihy | Screenplay |
| Rob Bottin | Makeup Effects |
| Adam Sandler | Executive Producer |
| Joseph M. Caracciolo | Executive Producer |
| Alex Siskin | Co-Producer |
| Michael Dilbeck | Music Supervisor |
| Gregg Smrz | Stunt Coordinator |
| Paul Eliopoulos | Stunts |
| Joseph M. Caracciolo | Unit Production Manager |
| Cheryl Quarantiello | Unit Production Manager |
| Gary Marcus | First Assistant Director |
| Carla Bowen | Second Assistant Director |
| Marlene Arvan | Second Assistant Director |
| Allen Covert | Associate Producer |
| David J. Grant | Production Supervisor |
| Ben Woolverton | Leadman |
| Nancy Karlin | Script Supervisor |
| Peter Mercurio | Camera Operator |
| Darrin DeLoach | Second Assistant Camera |
| Dawn Y. Line | Costume Supervisor |
| Ann Pala | Makeup Department Head |
| Corina C. Duran-Rabichuk | Key Makeup Artist |
| Katherine James | Makeup Artist |
| Thomas Real | Hair Department Head |
| Nancy Tong | Key Hair Stylist |
| Shane D. Kelly | Chief Lighting Technician |
| Donald D. Davidson | Assistant Chief Lighting Technician |
| Stuart A. Spohn | Rigging Gaffer |
| Jack Chouchanian | Key Grip |
| Alan Shultz | Dolly Grip |
| Felipe Borrero | Production Sound Mixer |
| Anthony Ortiz | Boom Operator |
| Jeremy Hays | Special Effects |
| David Presley | Video Assist Operator |
| Lark Bernini | Production Coordinator |
| KB Pugliese | Production Secretary |
| Nadine F. Wilson | Production Accountant |
| Laurie A. Hoover | Assistant Accountant |
| Kevin Conlin | Construction Coordinator |
| Kevin Cross | Set Designer |
| Al Hobbs | Set Designer |
| Eric J. Bates | Property Master |
| Scott Nifong | Assistant Property Master |
| Dru Homer | Art Department Coordinator |
| Wendi Laski | Unit Publicist |
| Jon Baronn Farmer | Still Photographer |
| Jon Mallard | Second Second Assistant Director |
| J.D. Donaruma | Actor's Assistant |
| Jonathan Loughran | Actor's Assistant |
| Raymond Bulinski | Craft Service |
| Elizabeth Boykewich | Casting Associate |
| Steve Berens | Animal Wrangler |
| John Orlebeck | Transportation Captain |
| John Feinblatt | Transportation Co-Captain |
| Jason Gourson | First Assistant Editor |
| Tom Costain | First Assistant Editor |
| Terry Hubbard | Assistant Editor |
| Elmo Weber | Supervising Sound Editor |
| Paula Fairfield | Sound Effects Editor |
| Carla Murray | Sound Effects Editor |
| Orada Jusatayanond | Sound Effects Editor |
| Derek Vanderhorst | Sound Effects Editor |
| Drake Jenevein | Assistant Sound Editor |
| Bruce Nyznik | Dialogue Editor |
| Jeena M. Phelps | Dialogue Editor |
| Susan Dudeck | ADR Supervisor |
| Pamela Kahn | Foley Artist |
| Vincent Guisetti | Foley Artist |
| Kyle Rochlin | Foley Mixer |
| Gary C. Bourgeois | Sound Re-Recording Mixer |
| Greg Orloff | Sound Re-Recording Mixer |
| J.J. George | Music Editor |
| Stuart Grusin | Music Editor |
| Carl Rydlund | Orchestrator |
| Gabe Veltri | Scoring Mixer |
| Wende Crowley | Music Coordinator |
| Bryan Bonwell | Music Coordinator |
| Chris Regan | Color Timer |
| Mo Henry | Negative Cutter |
| Clarence Budington Kelland | Story |
| Kathleen Katz | Production Assistant |
| Margo Hunt McKay | Driver |
