1. Dave Chappelle
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Dave Chappelle, one of comedy’s most iconic figures, stunned fans in 2005 by walking away from Chappelle’s Show and a $50 million contract. Feeling overwhelmed by fame and misunderstood, he left Hollywood, spending time in South Africa before settling into a quieter life in Ohio. After years away, Chappelle returned triumphantly in 2016, hosting Saturday Night Live to critical acclaim. He later signed a Netflix deal, releasing several hit specials that reestablished his brilliance and secured his place as a comedy legend.
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Edited by Sarah Nazamuddin Harniswala
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