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For oblivion, if I go into a fort and kill everyone there, will there be more people there later?

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Yes. They have to wait about 3 days to re-spawn though. This makes it easy to clear the fort/cavern/what-have-you of monsters. I often leave little "caches" of loot around in piles I can then go back in and retrieve to ensure I get the full benefits/money out of them before the fort respawns the monsters.

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