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While I believe that's psychologically sound, Machiavelli's advice was specifically for a singular figure head to maintain order and control for as long as possible (i.e. indefinitely.) Normally, this is exactly the situation a CEO is in, but if he's announcing that he's leaving the company, his goals may differ from those of Lorenzo the Magnificent (as I imagine Machiavelli would have offered different advice to Romulus Augustus.)

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