It only took six years, but Dave Chappelle returned to late night TV Tuesday (June 10). He stopped by “The Late Show with David Letterman” to promote his upcoming comedy dates, marking his first time on that show in a decade.
Of course, Letterman didn’t shy away from asking about the end of Comedy Central’s “Chappelle’s Show.” Chappelle famously walked away from a $50 million dollar deal during production of Season 3. “Technically I never quit. I’m seven years late for work,” he joked to Letterman.
The comedian treated the entire situation with as much humor as possible, admitting he never saw much of the news coverage of it. “When it was all over the media, I was gone,” he says. “If you’re the guy, no one really says anything to you.”
While he admits that most think he was crazy, Chappelle points out that there’s not much of a difference between the money he walked away from and what he’d saved before then. “The only difference between having $10 million and $50 million is an astounding $40 million,” he points out.
In the end, Chappelle seems happy with his decisions, but he still might wonder how that much money might have changed his life. “There’s no way of knowing but sometimes I listen to a Jay Z record and it starts making me feel bad about some of the choices I’ve made,” he laughs. “This guy’s having more fun on two songs that I’ve had in the past 11 years.”
Posted by:Chris E. Hayner

Chris E. Hayner is equal parts nerd, crazy person and coffee. He watches too much TV, knows more about pro wrestling than you do and remembers every single show from the TGIF lineup. You may have seen him as a pro-shark protester in "Sharknado 3." His eventual memoir will be called "You're Wrong, Here's Why..." TV words to live by: "I'm a firm believer that sometimes it's right to do the wrong thing."