Would he have all of the contacts, resources, power, and influence, or just a stack of cash? You don't exactly make waves by letting money ride in an index fund, and productive wealth is, fundamentally, a measure of all the non-financial resources taht one has at ones command to produce things or get things done.
Is he smarter than the average bear? Having done (in theory) less well than your hibernating conservative investor, I wouldn't say his high-wire act is a sign of a particular talent; more that he loves traipsing across the chasm shouting "Look at me!". No Wallenda, he.
You're mistaking the success of the company with whether or not he walks away with more money/wealth in the aftermath. Killing a company after draining it of what little value it has left and getting as many other people to eat the costs of the loss as you cvan that aren't you is a success by our current corporate/business environment. He doesn't even have ii have made the money himself to come out ahead- if he ensured that a handful of peopel that he wants to be able to cash in favors with in the future come out a head, such that he now has leverage over them, then he's come out a head, even if it looks like he took a loss on paper.
Suggesting that he would apply his skills in the business of greed to the politics of greed.
This is the long running GOP "Liberal media" smear coming home to roost in a way taht they can't unwind quickly enough to mitigate, since it's now being turned against them and their attempts to try to expose him.
I can't figure out what exactly is happening here. There's some of what you say, some of the lizard-brain impulses he flushes out of his supporters, some legitimate anger at the establishment and a lot of manufactured anger that is the legacy of 50 years of GOP attempts to undermine anything that doesn't fit the Conservative brand.
Ramble/on
Newt Gingrich was as big a con man as Trump, but focused his attention on political ambitions more than commercial ones. Bush II was the most incompetent President in 150 years, but was elected twice. In 2008, McCain picked a backwoods hillbilly as his running mate, and she is *still* popular in Republican circles. In 2012 Herman Cain, Constitutional illiterate pizza magnate, at one point led in the primary cycle. This year we have Trump and Cruz, where Cruz hinted he might appoint Phil Robertson of Duck Dynasty as UN Ambassador, presumably after he abolishes 5 federal agencies, though he can only remember the names of 4, which is better than the 3 federal agencies Rick Perry, then the leading contender for the nomination, couldn't name four years ago.
Things are far more rational on the Democratic Party side, even if you don't like what they say they will do and don't trust them, either. Clinton is trying to build on her political brand, which is a plausible platform that is far better than that of any GOP candidate, even if she is not nearly as pure of heart as Bernie.
There's just too much to hate in today's politics, way more than I can wrap my mind around. At least in the old days, you had one idol and one demon and everybody knew exactly where they stood in relation to them. Now we have people in the same Party saying and doing irrational things. Mitt Romney, pretending he is somehow more principled than Trump trashes him and endorses Cruz, or maybe Kasich, or is maybe looking to steal the deal at the convention. Lindsay Graham calls Cruz poison and then endorses him. Jeb Bush raises his head from his political death bed to endorse Cruz, saying that however godawful he would be as President he wouldn't be nearly as bad as Trump. The Republican Party itself is trying to undermine its leading candidate, hinting that will hold its nose and support the most hated man in the GOP, grimacing as they call him "principled", realizing how dismal their choices and prospects are for the election.
If this is an orderly world, Clinton should win the election by 20 points, and I do think she will win but by a much smaller margin against whoever the GOP puts up to face her. Then we have to live with and somehow recover from the damage done to all of us.
Disramble...