He is an old alum of the original (and funny like SNL used to be) National Lampoon. He is a red diaper baby, a child and utter poltroon from the Sixties - that explains his politics.
He is an old alum of the original (and funny like SNL used to be) National Lampoon.
"Red Diaper baby" would mean his parents were Communists or leftists. They weren't, so he isn't. He does admit that he was (or wanted to be) a hippie back in the 60s, before he grew up.
O'Rourke's an East Coast libertarian whose link to conservatism is The Weekly Standard, so of course he takes the view he does. He's like Christopher Buckley who turned Democrat, or Tom Wolfe, a "conservative" who votes Democrat half the time.
But if people want to convince or rebut him, they have to come up with something better than saying that the next Democrat is going to end the country. America survived Clinton I and is surviving Obama. It will probably survive Clinton II. So one needs to have a better argument than that.