- Carlos Carrasco - Brazioni
- Emilio Rivera - Benitez
- Daniel Zacapa - Renda
- Krista Allen - Pretty Woman
- Michael Ensign - Simon Oliver
- James Urbaniak - Rod Flexner
- Dick Clark - Self
- Michelle Sweeney - Housekeeper
- Michael Cera - Chuck (8 & 11 years)
- Aimee Rose Ambroziak - Chuck's Date #1
- Isabelle Blais - Chuck's Date #2
- Melissa Carter - Chuck's Date #3
- Ilona Elkin - Georgia's Girlfriend
- Sean Tucker - Barfly
- Jaye P. Morgan - Self
- David Julian Hirsh - Freddie Cannon
- Frank Fontaine - ABC Executive
- Rachelle Lefevre - Tuvia (25 years)
- Barbara Bacci - Woman in Veil
- Janet Lane - Blonde Bachelorette
- Shaun Balbar - Beanpole Bachelor
- Jeff Lefebvre - Frizzy Hair Bachelor
- Michael Filipowich - Handsome Bachelor
- Samantha Kaine - Black Bachelorette
- Christian Paul - Black Bachelor
- Jim Lange - Self
- Steve Adams - Dating Game Director
- Maria Bertrand - Stud Bachelorette
- Brad Pitt - Bachelor Brad
- Matt Damon - Bachelor Matt
- Murray Langston - Actual Unknown Comic
- Jérôme Tiberghien - Englishman
- Martin Kevan - Chuck's Father
- Claudia Besso - Chuck's Mother
- Sergei Priselkov - Shaving Man
- Norman Roy - Colbert
- Marlene Fisher - Casting Executive Woman
- Richard Kind - Casting Executive Man
- Suyun Kim - Asian Folksinger #1
- Shu Lan Tuan - Asian Folksinger #2
- Bridget Powers - Little Person
- Pascale Devigne - Critic
- Carlo Berardinucci - Waiter
- Tanya Anthony - Prostitute
- Andy Quesnel - Gong Show Model
- Leslie Cottle - L.A. Bar Woman
- Dino Tosques - L.A. Bartender
- Joe Cobden - Unknown Comic
- Tommy Hinkley - Hambone Man
- Bill Corday - Justice of the Peace
- Chelsea Ceci - Tuvia, Age 8
- George Clooney
- Chuck Barris
- Charlie Kaufman
- Bob Weinstein
- Steven Soderbergh
- Harvey Weinstein
- Jonathan Gordon
- Kira Roessler
- Michael Minkler
Capítulo disponible en las siguientes plataformas:
