| Name | Character | Episodes |
|---|---|---|
| Sam Reich | Self - Host | 66 |
| Brennan Lee Mulligan | Self - Contestant | 16 |
| Rekha Shankar | Self - Contestant | 15 |
| Lily Du | Self - Contestant | 15 |
| Ally Beardsley | Self - Contestant | 14 |
| Jessica Ross | Self - Contestant | 12 |
| Katie Marovitch | Self - Contestant | 11 |
| Raphael Chestang | Self - Contestant | 10 |
| Mike Trapp | Self - Contestant | 9 |
| Zac Oyama | Self - Contestant | 7 |
| Lou Wilson | Self - Contestant | 6 |
| Jacob Wysocki | Self - Contestant | 6 |
| Josh Ruben | Self - Contestant | 5 |
| Vic Michaelis | Self - Contestant | 5 |
| Erika Ishii | Self - Contestant | 5 |
| Ify Nwadiwe | Self - Contestant | 5 |
| Brennan Lee Mulligan | Self (archive footage) | 4 |
| Katie Marovitch | Self - Guest | 3 |
| Katie Marovitch | Self (archive footage) | 3 |
| Zac Oyama | Self (archive footage) | 2 |
| Eric Wareheim | Self - Guest | 2 |
| Anna Garcia | Self - Contestant | 2 |
| Lou Wilson | Self (archive footage) | 2 |
| Siobhan Thompson | Self - Contestant | 2 |
| Rekha Shankar | Self (archive footage) | 2 |
| Ify Nwadiwe | Self (archive footage) | 2 |
| Ally Beardsley | Self (archive footage) | 2 |
| Ally Beardsley | Self - Guest | 2 |
| Christine Medrano | Self - Contestant | 2 |
| Lily Du | Self - Guest | 2 |
| Jessica Ross | Self (archive footage) | 2 |
| Ross Bryant | Self - Contestant | 2 |
| Adam Conover | Self - Contestant | 2 |
| Howie Mandel | Self - Guest Judge | 1 |
| Giancarlo Esposito | Self - Guest | 1 |
| David Cyr Kerns | Self - Ambiguous Voicemail (voice) | 1 |
| Jewel | Self - Guest | 1 |
| Michael Winslow | Self - Contestant | 1 |
| Josh Ruben | Self (archive footage) | 1 |
| Josh Ruben | Roscoe The Creepy Clown | 1 |
| Josh Ruben | Roscoe The Creepy Clown (archive footage) | 1 |
| Zac Oyama | Grant O'Brien (archive footage) | 1 |
| Zac Oyama | Grant O'Brien | 1 |
| Vic Michaelis | Self (archive footage) | 1 |
| Kimia Behpoornia | Self (archive footage) | 1 |
| Kimia Behpoornia | Self - Guest | 1 |
| Erika Ishii | Self (archive footage) | 1 |
| Eric Wareheim | Self (archive footage) | 1 |
| Hayley Marie Norman | Self - Guest | 1 |
| Tony Hawk | Self - Guest | 1 |
| Brennan Lee Mulligan | Self - Guest | 1 |
| SungWon Cho | FixItMan78 | 1 |
| SungWon Cho | FixItMan78 (archive footage) | 1 |
| Katie Marovitch | Self - Jury Member | 1 |
| Elaine Carroll | Self - Guest | 1 |
| Elaine Carroll | Self (archive footage) | 1 |
| Elaine Carroll | Self (voice) (uncredited) | 1 |
| Siobhan Thompson | Self (archive footage) | 1 |
| Rekha Shankar | Self - Jury Member | 1 |
| Ify Nwadiwe | Self - Jury Member | 1 |
| Zeke Nicholson | Self - Contestant | 1 |
| Zeke Nicholson | Self (archive footage) | 1 |
| Adwin Brown | Self (archive footage) | 1 |
| Adwin Brown | Self - Guest / Contestant | 1 |
| Ally Beardsley | Self - Jury Member | 1 |
| Raphael Chestang | Self (archive footage) | 1 |
| Christine Medrano | Production Designer | 1 |
| Sarah Natochenny | Self - Guest | 1 |
| Sarah Natochenny | Self (archive footage) | 1 |
| Jacob Wysocki | Self (archive footage) | 1 |
| Oscar Montoya | Self - Contestant | 1 |
| Oscar Montoya | Self (archive footage) | 1 |
| Mike Trapp | Self - Guest | 1 |
| Mike Trapp | Self (archive footage) | 1 |
| Lily Du | Self (archive footage) | 1 |
| Jessica Ross | Self - Guest | 1 |
| Ross Bryant | Self (archive footage) | 1 |
| Adam Conover | Self (archive footage) | 1 |
| Adam Conover | Self - Guest | 1 |
| Adam Conover | Self - Jury Member | 1 |
| Antonio Fernandez | Self - Beatboxer | 1 |
| Bob the Drag Queen | Self - Guest | 1 |
| Brian David Gilbert | Podium Inspector | 1 |
| Gianmarco Soresi | Self - Contestant | 1 |
| Jacquis Neal | The Voicemail Musical | 1 |