" (James) Lipton and (Dave ) Chappelle’s relationship took root with the first appearance of the comedian as a guest, Lipton said, adding that on that initial show “he [Chappelle] had flown from Yellow Springs, where he lives — and his plane had been delayed.”
“Our audience stayed. Seven hundred fifty people didn’t move. And we started at about ten-fifteen, and we finished at one-thirty in the morning. And I’ve never seen happier people in my life. Nobody moved. Chappelle’s a genius.”
For the 250th, Lipton said that his conversation with Dave Chappelle runs about an hour and “We have a nice chunk of that in the show, where he describes his experience on the show and our friendship, which is very close since then, and he picked his favorite moment from the show and his favorite category of guests, which is comedians, and that triggers a package of retrospective moments that is, I think, just incredible.”
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