Guest Stars Mort Burke as Various Characters Maria Blasucci as Various Characters Bennie Arthur as Various Characters Questlove as Himself (Narrator) Carl Tart as Himself (Narrator) Ashley Nicole Black as Herself (Narrator) Jaleel White as Martin Luther King Jr. Miles Brown as Theodore Livingston A.K.A. Grand Wizzard Theodore Raven-Symoné as Nichelle Nichols Brian Tyree Henry as Berry Gordy Method Man as Joseph Saddler A.K.A. Grandmaster Flash O'Shea Jackson, Jr. as Clive Campbell A.K.A. DJ Kool Here Eris Baker as Cindy Campbell Tymberlee Hill as Diana Ross