Rollista

• Adam Sandler
• Jack Nicholson — Dr. Buddy Rydell
• Marisa Tomei — Linda
• John Turturro — Chuck
• Luis Guzmán — Lou
• Jonathan Loughran — Nate
• January Jones — Gina
• Krista Allen — Stacy
• Allen Covert
• Derek Jeter — Himself
• John McEnroe — Himself
• Gina Gallego — Bar Waitress
• Nancy Carell — Flight Attendant
• Rudolph Giuliani — Mayor Rudy Giuliani
• Kevin Dunigan — Man #1 in Anger Group
• Paul Renteria — Man #2 in Anger Group
• Dawn Drake — Girl on plane
• Lynne Thigpen — Judge Brenda Daniels
• Woody Harrelson — Galaxia / Security Guard Gary
• Kevin Nealon — Sam, Dave's Lawyer
• Lori Heuring — Anger Management Receptionist
• John C. Reilly — Older Arnie Shankman
• Harry Dean Stanton — Blind Man
• Kurt Fuller — Frank Head