Dave Chappelle sat down with David Letterman to answer the question that everyone wants to know. Why did he leave the show and what made him leave 40 Million dollars at the height of the shows success?

Dave Chappelle Talks With David Letterman about The Chappelle Show:

While he didn't directly answer the question, it's safe to say that there may have been a little regret about leaving the show at the peak of it's success. I am hoping that he will either record another comedy special or drop a good summer movie to get the laughs rolling again.