Plato did see the fall of Athenian democracy, though temporarily, within his lifetime, and by the end of his student Aristotle's lifetime, it was basically dead. Aristotle's student Alexander would become the king of the Macedonian Empire and the democracy in Athens would be replaced with an oligarchy.
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@sj_zero @bajax The canon story of Thucydides leaving Athens is that he was exiled after getting blamed for a military defeat that was not primarily or at all his fault. Thus giving him a chance to wander around and get lots of viewpoints on what was happening, thus:
His ground breaking history, the first work of historiography vs. for example Herodotus the great story teller, which as both of you note are very illuminating. And influential as object lessons; I've read second hand they helped influence our Constitutional order.
A big example there being the mob voting to wipe out an island, and the military sending a slow ship with that order while they talked sense into the mob to countermand it, which was sent by a fast ship. See my reference today to Aristotle's On Rhetoric which shows its human nature fatal flaw, very TL;DR reason vs. emotion.
Thus with a number of good periods of the Roman Republic, if you're serious about representative government, a republic appears to be the least worst. Also allows for division of labor, scaling, and while they create government authorities, they also have succession systems for them, solving a terrible problem.
The trigger to our current mess in the US going ballistic is because our ruling trash/Deep State is refusing to allow a proper succession to Trump. Twice.