Yes, he was good (at least entertaining, that is) in the ‘80s. Something happened to him in the time since, or more likely, his mask merely fell off. His personal attacks on Sarah Palin and her family were pure evil. A very dark soul.
Yes. It may be that my sense of humor was more tuned to sarcasm when I was brash and young, and am more mellow now. But I don't think my judgement would have been TOO far off - back then I despised liberal twits like Alan Alda or (the albeit very pro-life) Martin Sheen.
Letterman - or those who influenced / wrote for his show back in the 80s - had a lot of silliness in their hearts - witness things like the velcro trampoline stunt, or the Alka-Seltzer-in-a-tub-of-water bit. Or maybe they were just recycling / channelling a lot of Steve Allen bits.
I think the real David Letterman was killed about 1992 or so and replaced by Rob Reiner in disguise. Note recent photos of the now retired "David Letterman" in public:
I never found him that funny, preferred Leno.
I’m not surprised to here he’s a jerk, he seemed like one. Something mean under the surface. Angry Clown.