I guess I'd say "establishment personified" and "uneducated" don't fit together.
I don't think he's any kind of establishment. The old, respectable Republicans loathe him. He doesn't fit in wealthy New York society. He certainly isn't, as you point out, Ivy League establishment.
"manipulative" ABSOLUTELY, that is why I find his funniness so disturbing. He shouldn't be able to play me like this.
"nepo-baby" yes, as a businessman, but as a politician I think he's self made. I don't know how he did it, but he did it twice, so I no longer believe it was just some kind of accident.
My other half reacts just like you do when I say Trump is punk, so I realise it's a debatable take.
But I think we all like to think of ourselves as shocking and edgy, but also good and nice, too. Whereas punk wasn't really like that. It was bloody awful, in alot of ways. It's supposed to shock and disrupt and the associated humour is a sort of hysteria. Which I think is one of Trump's strengths. (Saying I think Trump has strengths isn't saying I think he uses his strength for good).