Reports I’ve seen indicate that people that knew him in high school said that he self-identified as conservative. His father is a registered Libertarian, his mom is a registered Democrat, but there were Trump signs in their yard up until a few weeks ago. He was registered as a member of the Republican party, despite having donated $15 to a progressive voter turnout organization in 2021. Given what we do know, right now, it’s reasonable to infer that he was right of center.

It is not reasonable to speculate anything at this time. I doubt he put the sign up in the yard. Registration for a party does not mean affiliation to the party. I know many demcorats registered as Republicans to vote in the primary.

Privatizing prisons nearly always ends up costing more than doing exactly the same thing in a state-run prison would though

That isn't always true. They ran prisons at about 30% cheaper than the government-run prisons while increasing benefits to the inmates. The government is highly inefficient in everything they do.

He’s lost all of the appeals on the defamation case that he’s tried so far

That is false. It has not gone to SCOTUS.

The conviction in New York state is unlikely to be reversed, given that he would need to argue that paying off Ms. Daniels was an official act as a president, and given that most of the underlying actions preceded his election The judge has already said it most likely will be overturned since he has delayed sentencing.