There are a number of important reasons that libertarians and conservatives don't trust Giuliani.
"Rudy wouldn’t be perfect, but at least he will fight TGWOT."
I don't have much confidence.
The Unlikely Frontrunner - Is the GOP in for a Rudy awakening?
Giuliani spends a good deal of every stump speech stressing the need for America "to stay on offense" in the war on terror. His precise conception of that war, and his approach to foreign affairs in general, is harder to pin down. To the extent that he's amplified his view of the terror war, it seems much closer to the economic determinism of the moderate realist school than to the notorious butt-kicking strategy of the neoconservative warrior class. Indeed, he says the "war on terror" is itself a misnomer; he prefers the term "the terrorists' war on us," which does sound rather more defensive.
"Americans hate war," he recently told the Churchill Club, a gathering of Silicon Valley executives. "We're at war because they want to come here and kill us, not because we want to go there and kill them. We want to do business with them. We would love to have them all wired and part of the Internet buying American products, and then we'll buy their products. And then we'll have the kind of issues we have with China and India, like we used to have with Japan. But those are good issues to have. That's America, that's what America is about."
In the end, he says, victory in the terror war may come down to commerce. "Technology has transformed the world," he told the executives. "Part of the way we're ultimately going to win the war on terror is through that technology. We're going to win the war on terror because, yes, we have to be militarily strong, we have to consider defending ourselves, but ultimately we overcome terrorism when those parts of the world that haven't connected yet connect to the global economy."
Consider China, he said. "China has plugged in. It's still a dictatorship, and they have to overcome that. But they've plugged into the global economy. If you think of where the terrorists are coming from, those are places that haven't plugged in. Ultimately economic freedom pushes you to political freedom. . . . We need to be strong, we need to be determined, but we also need to connect as many of these [Middle Eastern] countries as possible to doing business with us, to being connected to the Internet with us."
Not very inspiring on the WOT either.
Pretty much a loser all around.