His mother was a high-ranking official in the DRoC’s government. She also worked for the US DoS and has been a professor and high-ranking official in various universities. His father was a dean and professor of vocal performance. They met in Yellow Springs Ohio, where Dave lives and still has other family. It’s the same home town as Mike Dewine, the current GOP governor of Ohio. It’s basically a college town around Antioch. Recently Chappelle has been flexing his money around the town to convince the city council to not build affordable housing.
It’s interesting looking back at how much of Chappelle’s Show’s humor revolved around “the hood”.