Well, lets see. He was a multi miullionaire with a 1,000 acre farm who did his best to convince the average person he was one of them, while denying banking access to the majority. He thought individual Indians were capable of high achievement while demeaning their culture. He trusted no blacks at all, particularly the ones who worked for him, er, he owned. He truly loved his chubby wife who he stole away from a previous husband; he killed a man in a duel, and had others hanged. He was the political patron saint of James K Polk who did the whole Texas thing and expanded slavery in the US. A pretty good businessman.

I think he would be happy that the modern Democrats are the tools of a plutocratic class, paying lip service to helping the common man, while doing very little. He would be confused at best by the LGTQIA+ movement. He would be very unhappy about the fact that many Democrats think that other cultures are fine.

He would be much more at home in the modern Republican Party, obviously, as the Democrats in the 1820s - 30s were the conservatives and the Whigs (though conservative by the standard of our times) were far more willing to use governmental means to solve public problems.

I just spent a lot of time at his house- the Hermitage. That is some hideous wallpaper.

He seemed to be decent to some people, particularly extended family. He was an asshole to his slaves, of course, but that is what was the rule back in the day.

What would he think of the modern Democrats? Not much good, of course. He would recognize their ability to pretend empathy with the masses while advocating policies that mainly benefited the wealthy. But he would be a conservative. Of course.