Popularity: 5
| Creator: | Dave Chappelle, Neal Brennan | 
|---|
| Name | Character | Episodes | 
|---|---|---|
| Dave Chappelle | Host / Various Characters | 28 | 
| Charlie Murphy | Weed Smoker (uncredited) | 9 | 
| Donnell Rawlings | Crowd Member | 9 | 
| Yasiin Bey | Self - Black Star | 4 | 
| Bill Burr | 3 | |
| Guillermo Díaz | 2 | |
| Talib Kweli | Self - Black Star | 2 | 
| Ye | 1 | |
| Common | 1 | |
| Rashida Jones | 1 | |
| Susan Sarandon | 1 | |
| Athena Karkanis | Educated Guess Announcer (voice) | 1 | 
| Anthony Anderson | 1 | |
| Erykah Badu | 1 | |
| Arsenio Hall | 1 | |
| RZA | 1 | |
| Charles Barkley | 1 | |
| Marla Gibbs | 1 | |
| Wayne Brady | 1 | |
| Phyllis Somerville | Old Lady #2 | 1 | 
| Eddie Griffin | 1 | |
| La La Anthony | 1 | |
| Irma St. Paule | Martha | 1 | 
| Lil' Jon | 1 | |
| Jim Breuer | 1 | |
| Donnell Rawlings | Ashy Larry | 1 | 
| The GZA | 1 | |
| Mick Hazen | Jeffrey Jacobson | 1 | 
| Rick Crom | Boss (uncredited) | 1 | 
| Barney Fitzpatrick | Police Officer | 1 | 
| Tina Benko | Katie Jacobson | 1 | 
| Funkmaster Flex | Himself | 1 | 
| Randy Pearlstein | O'Dweed's Announcer (voice) | 1 | 
| Carson Daly | 1 |