Also, how would he and his family stay out of jail if they can no longer control the judiciary and FBI?
This seems true for a normal president, but Trump has never been shy about self enrichment even while in office, so it's not clear what incentive there is for him to leave.
-Large book deal, with title "Winning: How I Made America Great Again Despite All The Dummy Losers In Washington"
-Some sort of talk show or network
-But mostly, going back to licensing the use of his name all over the place
As for staying out of jail, he might not, but I suspect a combination of fuzzily enforced regulations and big money lawyers will keep him out.
The federal government is being stripped for parts, as we speak. Entire agencies have been gutted. Industrial conglomerates can literally regulate their own industries - for a price. Foreign leaders can influence foreign policy - for a price. Federally endicted criminals can get out of jail as if nothing had happened - for a price.
The level of grift and corruption is unlike anything the US has ever known. If Trump remains in power - which he is absolutely planning to do at all cost - it will only get worse. The end game for him is to create a new dynasty of oligarchs - at the same level of the Saudi royal family or Putin. Compared to that, the book deals and talk shows are nothing - crumbs. He wants to join the club. And that requires staying in power so that he can 1) continue stealing billions from the US public, and 2) continue corrupting the federal government to stay out of jail.
I don't think insider trading law would apply, but in any case we seem to have established that he's above the law and can't be impeached. He, or friends beholden to him, could be trillionaires by the time they leave office.
It would certainly explain why he continually makes inflammatory statements about China and everything else, without seeming to consistently pursue anything.
2) Also, that seems like something which would make more money for someone else, which does not fit with my model of Trump's behavior.
The SEC is irrelevant if there's no specific law against it, never mind that there's no evidence anyone can prosecute for anything even if it was a crime.
As far as making money for someone else, doing a "friend" a favor is not the same thing as charity, nor is laundering money through a proxy. If you hypothetically give away a trillion dollars without receiving anything in return formally that doesn't mean you haven't bought something. Ownership is only the convention that other people think you own something, backed up by some sort of written records somewhere.