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How is Letterman close to being a hypocrite? He makes jokes for a living. That's not espousing a moral standard in any way at all.
Moreover, those that watch his show at all regularly are well aware of how he often puts himself down. He's always been an unabashed comic, who never claims to be better than anyone else. It's simply his job to entertain folks and he's clearly been successful at that for years.
For their entire career, Leno was known as the "nice" guy and Letterman as the "jerk." But Dave's fans just want him to make them laugh.

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Hypocrisy is (a) espousing a moral standard in which you do not believe and/or (b) espousing moral standard while giving the impression that you are currently living up to that standard. If David Letterman is not a hypocrite, he is very close to being one.




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