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Why do we glorify horrible people from the distant past?
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The Churchill example I think demonstrates the OP's misunderstanding, in that all of them did terrible things/were horrible people, but excelled at being effective leaders in the context they were in.
Churchill was a terrible human being, racist, abrasive, homophobic, a drunk etc etc. But he was an outstanding wartime prime minister, because he was a talented war strategist, a compelling speaker and, frankly, had enormous balls.
We can go back and try and just classify every human into the good/bad boxes, but that reduces away all the details that make them so interesting.