But he will never go broke because he knows what he's doing
He couldnl have gone broke if the banks has decided to foreclose on him. But he owed so much more than he had it benefited them to keep him whole. So it's actually worse, he stole and couldn't out perform the market, and then the only reason he has any wealth is because the banks let him keep it.
Compared to the lies about being a great business man and having 10b dollars and making all these great deals, what he actually is is pathetic. If he had taken all the money he had got from his dad and put it in a mutual fund, he'd have more money now and wouldn't have fucked anyone over and woulda paid his taxes too. Most people would have made more money than he did. He's below average intelligence, which is bonkers.