11 Things We Learned from Dave Chappelle’s ‘Letterman’ Interview

by | June 11, 2014 at 9:37 AM | Black Entertainment, Can't Stop Watching, Comedy Central, Late Show with David Letterman, TV News

Dave Chappelle at his taping for "Late Show with David Letterman." (Photo: "Late Show with David Letterman" Facebook)

I don’t know about you but over the past few years I’ve found myself a bit bored with many celebrity interviews (save my own and my cohorts here at XFINITY. Nothing’s ever boring with us!). They appear so overly orchestrated and unnecessarily sanitized that you really don’t get the depth of the subject like interviews in decades past. It’s like everyone’s afraid to really go there or the celebs are so guarded. Plus, everybody’s airing their laundry on social media that by the time they sit on someone’s couch it’s passe. Fortunately, Dave Chappelle’s “Late Show with David Letterman” sitdown was not. I found the 16 minutes the comedian spent with David Letterman Tuesday to be quite refreshing. Why? He seemed authentic, answering a couple of questions that could’ve been uncomfortable, especially relating to his now-defunct “Chappelle’s Show.” I also appreciated his attitude, candor and learning a few things that I didn’t know (this may not have been hard since Dave’s been rather incognito over the past decade). And guess what? I’m going to share the 11 facts that he revealed that stood out to me. Read it and then watch the interview below and see if anything else stands out for you. Long live Dave Chappelle!

1. He has two middle names: Khari Webber. So his full name is David Khari Webber Chappelle (a quick Google search probably could’ve told you this but it was news to David Letterman).

2. He opened for Aretha Franklin at Radio City Musical Hall when he was 19. Wow! What were you doing at 19? I was working as an unpaid intern!

3. He will headline his own gig at Radio City Musical Hall, sold-out shows running June 18-22 and June 24-26. “That’s a pretty good gig,” Letterman says. It sure is. How can I be down?

4. The demand was so great that a new date has been added to his Radio City Music Hall run: “There was an artist that I really wanted to work with … “I am very lucky to be able to say that I’ll be playing Monday the 23rd at Radio City Music Hall with Nas, a 45-piece orchestra.” Wowza! Again, how can I be down?

5. He has three children: a 5-year-old daughter and two sons who are 11 and 13. “I’m a baby making machine, Dave. That’s how I like to chill.” Mmmhmm…

6. The part of him that’s a comedian is reflected most in his daughter, who was backstage during the taping (he couldn’t find a sitter). “She’s her own person, though. It’s interesting to see someone come out, five years into it she’s already doing her own thing.”

7. On his hit Comedy Central show, “Chappelle’s Show”: “Technically I never quit. I’m seven years late for work,” Chappelle says, comparing it to getting a divorce in the ’50s.”People ain’t go to divorce court. They just looked at their wife, like, ‘Baby, I’m going to go get a pack of cigarettes. I’ll be right back.” Well, does that mean your show is coming back?! The people need something, Dave! 

8. He didn’t live in South Africa for an extended period of time. “I was there for two weeks. There’s not too many good hiding places left in America.”

9. Does he have second thoughts about walking away from ‘Chappelle’s Show’? ”I’ve felt a variety of ways in the last 10 years…Money is the fuel for choices. Money gives me choices… But it’s not the end-all, be-all.”

10. Would Dave be happier if he had the estimated $50 million he forfeited when he walked away from his “Chappelle’s Show”? “I think I might be a happier person…I don’t know. There’s no way of knowing.”

11. He’s gained weight! Though he didn’t address this on “Letterman” I noticed as soon as he walked out. Whether he has abs of steel underneath that suit is unknown to me but he does look good. Don’t think he’ll be playing Tyrone Biggums anytime soon.

The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.