The comedian stopped by the "Late Show" on Tuesday, where he finally opening up about the abrupt ending of "Chappelle's Show," his hit Comedy Central series that he infamously walked away from in 2005.
"Listen, here it is. Technically, I never quit. I'm seven years late for work," Chappelle joked.
After leaving the show, Chappelle took off to South Africa to get away from all the media scrutiny. "I was there for two weeks," he explained. "I mean, there's not too many good hiding places left in America."
David Letterman then asked Dave about accepting, and then eventually turning down, the millions of dollars that the network offered him.
"It's very hard to go through something like this because no one's really done it before. There's not too many people who don't think I'm crazy," Chappelle said. "I look at it like this: I'm at a restaurant with my wife, we're at a nice restaurant, we're eating dinner. I look across the room, I say, 'You see this guy over here? He has $100 million and we're eating the same entree.' So OK, fine, I don't have $50 million or whatever it was. But say I have $10 million in the bank. The difference in lifestyle is miniscule. The only difference between having $10 million and $50 million is an astounding $40 million."
So, does he have any regrets about leaving "Chappelle's Show?"
"It's a very complicated answer," he said, adding that he "might be a happier person" if he stuck with the show...and kept the $40 million, of course. "There's no way of knowing."
The jokester is out promoting his stand-up run at Radio City Music Hall from June 18-22, as well as a limited residency from June 24-26 alongside musicians like The Roots and Busta Rhymes.
We're happy to see him back in the spotlight!
What do you think of his explanation? Sound off below.