This is some kind of creepy Randian thinking. The idea that playing developer-type leverage games make you "free" is a laughable fiction. Trump always called himself the King of Debt, and he owes many people, bigly. The banks were betting on Hillary because familiarity breeds contempt--they had already lost billions lending to him since the 80s. Just like the Trump Foundation, he hasn't put anything except his gold-painted name into s business for many years. Who does he owe: Putin, Russian oligarchs, Thiel, Mnuchin, 2nd and 3rd rate hucksters that bankroll his schemes (and pay him through his Foundation), and...who knows? He won't release his taxes. We just elected President the world's poorest billionaire, so you can bet everything will be for sale.