- January Jones - Gina
- Woody Harrelson - Galaxia / Security Guard Gary
- John Turturro - Chuck
- Kevin Nealon - Sam
- Conrad Goode - Bailiff / Lexus Man
- Gina Gallego - Bar Waitress
- Nancy Carell - Flight Attendant
- Marisa Chandler - Flight Attendant
- Don Diamont - Man in Seat
- Isaac C. Singleton Jr. - Air Marshall
- Bobby Knight - Bobby Knight
- John McEnroe - John McEnroe
- Rudolph Giuliani - Mayor Rudy Giuliani
- Judith Nathan - Judith Nathan
- Tony Carbonetti - Tony Carbonetti
- Bob Sheppard - The Voice of the Yankees
- Robert Merrill - Robert Merrill
- Derek Jeter - Derek Jeter
- Lori Heuring - Anger Management Receptionist
- Stephen Dunham - Maitre d'
- Jeff Morris - Porter
- Tony Genaro - Cabbie
- John Kirk - Bar Waitress's Lawyer
- Ken Rosier - Buddy's Lawyer
- Clint Black - Masseur
- Rob Steiner - Dave's Co-Worker
- Lorna Scott - Lady in Restroom
- Bonnie Hellman - Wife at Table
- Joe Howard - Husband at Table
- Kevin Dunigan - Man #1 in Anger Group
- Paul Renteria - Man #2 in Anger Group
- Sidney Ganis - Neighbor
- Larry Morgan - Pool Player
- Cody Arens - Boy at Yankee Stadium
- Michael Arthur - Police Officer
- Jonathan Osser - Young Dave Buznik
- Melissa Mitchell - Sara
- Alan James Morgan - Young Arnie Shankman
- Lindsey Weber - Arnie's Sister
- Halley Eveland - Wedgie Boy
- Nikki Segal - Girl Playing in Water
- John C. Reilly - Older Arnie Shankman (uncredited)
- Harry Dean Stanton - Blind Man (uncredited)
- Heather Graham - Kendra (uncredited)
- Kristen Moser - Lauren (uncredited)
- Dawn Drake - Girl on Plane (uncredited)
- Sarah Beth Nelson - Kelly Canfield (uncredited)
- Nils Allen Stewart - Tiny (uncredited)
- Tom Malloy - Yankees Left Fielder (uncredited)
- Zack Abramowitz - Baseball Fan (uncredited)
- Peter Segal
- Todd Garner
- Allen Covert
- Adam Sandler
- Tim Herlihy
- Kerri Smeltzer
- Michael Ewing
- Monique Reymond
- Marc Glassman
- Derek Vanderhorst
Capítulo disponible en las siguientes plataformas:
