Rusty Cundieff, Director: Chappelle's Show. Rusty Cundieff was born on December 13, 1960 in Pittsburgh, Pennsylvania, USA as George Arthur Cundieff. He is a director and actor, known for Chappelle's Show (2003), Fear of a Black Hat (1993) and White Water (2015). He is married to Trina Davis Cundieff. They have two children.