The obvious answer would of course be General George Armstrong Custer. Like our president, his character combines a sublime arrogance, a juvenile sense of the heroic, and sheer forehead-slapping stupidity in a manner that can only be described as gifted. And, employing these traits to their fullest, he also leads his troops into an unmitigated catastrophe. But that's too easy. Come on, play the game.
I came to this conclusion after Bush's recent speech in Israel, where he famously equated Democratic presidential candidate Barack Obama's willingness to hold talks with Iran with the appeasement of Adolf Hitler prior to World War II. Pretty inflammatory rhetoric anywhere, but in front of the Knesset? Really over the top.
But it was the response of the Israelis themselves that clued me in. For no sooner had Bush's plane left the tarmac than they announced they were engaging in peace talks with arch-enemy Syria. They apparently learned their lesson in 2006. At that time, the Bush administration egged them on in their fight with Hezbollah "terrorists" in Lebanon, and it went about as well for them as our invasion of Iraq has gone for us. Well, "never again" as the saying goes. Now they know--whatever Bush says, do the opposite.