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Marking his first late-night appearance in six years, Dave Chappelle joined David Letterman for a nearly 15-minute exchange covering a multitude of topics ranging from his upcoming performances at Radio City Music Hall to of course notably walking away from his show with Comedy Central. “Technically, I never quit. I’m seven years late for work,” Chappelle quipped as Letterman pushed him on details – but the comedian seemed equal parts at ease with his decision as well as slightly tortured by leaving almost $40 million dollars on the table. For those looking for an insight into what it was like to be Chappelle at the height of his fame, this is a fascinating look.

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