Thinking about yesterday’s NYT article on Trump’s taxes, it appears that not only is Trump not a billionaire, he’s hardly even a businessman. He has two enterprises – his image as a businessman, and cheating on taxes.
He doesn’t own the assets that make him appear wealthy, his businesses do. He doesn’t buy his haircuts or dinners, he invests in businesses that take a loss on them.
He’s hardly even a millionaire, given that his assets mainly exist to pay his personal expenses, his profits almost zero out, and his personal debt of $300 million far outweighs his profit.
On the whole the Trump Organization is a grift, a fake, an illusion, a con. It only appears to be a legit business because of the scale of the lie.
Update: Forbes makes the case that his assets are still at least $1B > his debt:
In fact, Trump is a multibillionaire, worth $2.5 billion, by our count. His portfolio, which includes commercial buildings, golf properties and branding businesses, is worth an estimated $3.66 billion before debt. The president has a fair amount of leverage—adding up to a roughly $1.13 billion—but not enough to drag his net worth below a billion dollars.