Dave Chappelle started making appearances in movies like Robin Hood: Men In Tights and Half Baked in the mid-1990s. In 2003, Chappelle got his own show on Comedy Central, Chappelle’s Show. He received two Emmy Award nominations for the extremely popular and controversial show, which often addressed race relations.
Chappelle’s parents split when Dave was 6 years old, and he later started dividing time between his parents’ houses in Wasington and Ohio.
Inspired by the situation comedy The Cosby Show and its own star, comedian Bill Cosby, Chappelle determined he, also, needed to really have a job as a comic. Because he was underage, his mom frequently needed to follow him to clubs as a legal guardian. Even at a very young age, Chappelle’s type of comedy was contentious, resulting in regular heckling—he was even booed offstage during amateur night at New York’s famed Apollo Theatre.