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I suspect Osama is not living in a cave but in a number of fairly well-equipped safehouses.
Even so, if he's in the mountainous hinterlands, I suspect his internet access is very spotty. He's rich enough to afford the equipment for satellite reception for his TV and internet, but maybe he's using it exclusively for reception -- transmission would attract too much attention. So his messages are recorded and then spirited by underlings to bigger cities, perhaps deliberately farther than absolutely necessary, to be transmitted, keeping his whereabouts still secret. This may also explain the lack of visuals -- any clue about the weather, the phases of the moon, etc., could be a clue as to where he is or at least what distance from the city he uses for transmissions.
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