Because in the end, you won’t remember the time you spent working in the office or mowing your lawn. Climb that goddamn mountain.
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What made al-Awlaki so influential is that, unlike a number of leaders of al Qaeda such as Osama bin Laden, he was a cleric, so he could present himself as a leading religious figure. Second, because al-Awlaki had spent much of his adult life in the States, he communicated with his followers in colloquial, accessible American English.