In the early days of letterman he was hilarious. But as he became more open with his politics he faded and became sullen and snarky. Comedians need to stick to comedy unless they go the Joan rivers route. She made fun of other people showing no bias. Comedians should leave leave biases up to Limbaugh. .
It is hard to imagine a more subjective question than 'who is funnier?'. However, by the only objective measuring stick we have (television ratings), the general population found Jay Leno to be funnier than David Letterman. Leno's Tonight Show averaged a 1.4 share (about 5 million viewers), while Letterman's Late Night averaged a 1.1 share (about 4 million viewers).
Yes, Jay Leno is a funnier comedian than David Letterman is. Jay Leno did stand up comedy on a regular basis the entire time he was filming the Tonight Show, and he is continuing to do it now that he is no longer with the Tonight Show. Letterman makes more opportunistic jokes, rather than from inherent funniness.
I am not a big fan of Letterman, but I don't think Leno is much better. If I had to choose between the two I would go with Leno. i am more of a Conan person and I also have a liking for Jimmy Kimmel as well, they are both better than Letterman.
It is my opinion that Jay Leno is funnier than David Letterman. Letterman's humor makes more use of props than most people would find funny in today's late night culture. I find the Jay Leno's humor is more suitable to a younger audience because he pokes fun at popular topics in current affairs.
I feel like he keeps to the humor. Plus his segments on "Great Presidential Speeches" was hysterical to say the least. All the funny moments with Obama crack me up. Words aren't enough to say how funny that was. Leno is funny too, but nothing like Letterman. Leno is like Dane Cook in comparison while Letterman is like a Seinfeld, a Carlin.