Unlike most stand-up comics, Jeff actually gets his break but, while on his way to the top, his insecure ego quickly sends his career into a freefall.
| Actor | Role |
|---|---|
 Tony RockJeff Woods | Jeff Woods |
 Clifton PowellRooselvelt Steele | Rooselvelt Steele |
 Emilio RiveraSteven | Steven |
 LuenellJoyce | Joyce |
 Marla GibbsMrs. Crabtree | Mrs. Crabtree |
 Faune Chambers WatkinsIris | Iris |
 Anna Maria HorsfordMrs. Woods | Mrs. Woods |
 Tommy DavidsonHimself | Himself |
 Carrie ReichenbachAutumn Love | Autumn Love |
 Kym WhitleyHerself | Herself |
 Tee AshiraDonna Davis | Donna Davis |
 Keena FergusonActress | Actress |
| PPeppur ChambersBettie Brown | Bettie Brown |
 Melanie ComarchoSelf | Self |
| VVictor HobsonNot listed | Not listed |
| LLanre IdewuMarcus | Marcus |
 Jennifer K. LeeNot listed | Not listed |
 Tarina PouncyNot listed | Not listed |
| RRaquel RosserNot listed | Not listed |
 Marie-Françoise TheodoreNot listed | Not listed |
 Karimah WestbrookAngel | Angel |
| Kym WhitleySelf | Self |
 Alex MorrisMr. Woods | Mr. Woods |