- Christopher Evan Welch - Howard
- Lyle Kanouse - Boris' Friend #2
- Clifford Lee Dickson - Boy on Street
- Yolonda Ross - Boy's Mother
- Samantha Bee - Chess Mother
- Marcia DeBonis - Lady at Chinese Restaurant
- Willa Cuthrell-Tuttleman - Chess Girl
- Nicole Patrick - Perry's Friend
- Olek Krupa - Morgenstern
- Jessica Hecht - Helena
- Lindsay Michelle Nader - Television Voice (voice)
- Armand Schultz - Television Voice (voice)
- Kristen Ruhlin - Melodie Club Friend #3 (uncredited)
- Dan Majkut
- Murphy Occhino
- Woody Allen
- Charles H. Joffe
- Jack Rollins
- Vincent Maraval
- Eric Goodwin
- Letty Aronson
- Gary Alper
- Ryan Collison
- Lee Dichter
- Jay Peck
Capítulo disponible en las siguientes plataformas: