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Only one major problem with living in a Dictatorship...
Only one person can be the Dictator, and everyone else, no matter how powerful they think they are, is a disposable drone.
And there's probably 1 in around a billion chances for any one individual to become a Dictator. (So start disposing of some of your competition, and you, too, might be able to be a dictator!)
A Dictatorship is a zero sum game for warlords or rich f'ers with private armies. It never ends well for anyone, not the powerful or the powerless.