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Many terrorists have managed to parlay the occupation into a position as government leader and, eventually, world-respected retired head-of-state. As the old joke from "Beyond The Fringe" put it about the first Kenyan president: "We originally thought he was a terrorist, but we were mistaken -- it turned out, he was actually a 'freedom fighter'."
Where ObL failed was that he wasn't a smart terrorist. A smart terrorist knows what goal he wants to achieve (generally, liberation of a country or region from foreign domination), a plan to get there, and an idea of how to use terror as a tactic -- and, just as importantly, when to pivot and drop terror in favor of "statesmanship." For example, even if Yasser Arafat can scarcely be said to have ended his life having achieved his goals (and certainly not the original PLO goal of driving the Israelis out of Palestine entirely), he did still manage to get a sizable chunk of the occupied territories restored to the control of the "Palestinian Authority" -- which may, eventually, become the Palestinian state for which he, in the end, agreed to settle. ObL, on the other hand, didn't have a well-defined goal (driving the infidel forces out of Arabia would have, in part, required the overthrow of the House of Saud in favor of himself as the new Arabian king, which he was disinclined to do), nor a plan to accomplish it (other than just "kill lots of Americans and their western allies"), nor, really, any way to make the pivot to statesmanship that a successful terrorist requires. The thing is, while political terrorists think through their plans, ObL was less a political terrorist than a religious zealot -- all he could do was get pissed-off at offenses to his religion, and spend a lot of money throwing a massive global temper-tantrum that resulted in the deaths of lots of innocent people, but gave him no way to transition to the statesman's role. The only plan he had was to kill a lot of westerners, start up a global "clash of civilizations"...and then hope that Allah would intercede on his behalf and grant victory to his side. And, as a lot of religious zealots have learned over the years, it's generally not a good bet to lay all your plans on an intercession from God when your side is vastly outnumbered and outgunned by your adversaries.
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