Letterman Talks Leno: ‘The Funniest Guy I’ve Ever Known’ and ‘Most Insecure’

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“Jay [Leno] and I were always friends before all of this happened… I’ve never met anyone quite like Jay. I will say,  and I’m happy to say that I think he’s the funniest guy I’ve ever known, just flat-out. If you go to see him do his nightclub act, just the funniest. The smartest. Wonderful observations and very appealing as a comic. Therefore, the fact that he is also the most insecure person I have ever known, I could never reconcicle that.”

- David Letterman on his relationship with Jay Leno in a chat with Oprah Winfrey that airs this Sunday and will hopefully finally get to the bottom of this Uma/Oprah thing.