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1/2 a Billion is some serious cash, and while Trumps real estate portfolio is far larger, I suspect most if it is fairly leveraged already.

If his portfolio is say I dunno 10 Billion, and its leveraged to 80%, on paper that gives Trump a 2 Billion net worth, but that also means very tough to get money on that remaining 20%, because they will be in lower positions etc, and the LTV is already higher than most are going to like to finance on.

I don’t know Trumps finances, nor all the ins and outs of commercial real estate financing and law, so I am painting with some very very broad strokes here, but that would be my guess, is that he just doesn’t have enough free equity to get this amount of loan.

Trumps a fighters, so I wouldn’t count him out, but Most people don’t sit on 1/2 a billion in cash, they want that cash working for them to make more money, that’s kind of how the whole system works.

The timeline makes it impossible to raise the cash in a fiscally responsible manner. As I wrote in another thread, Trump doesn't have $500M in liquid assets. Most Billionaires don't. His money is in his business and property holdings. Sure, buyers would line up to buy Trump Tower, Mar A Lago, Trump Doral, Trump Chicago, Trump Las Vegas, Trump Doonbury, Trump Waikiki, or any of his hotels, golf courses or other businesses at 30%-50% off. That is the whole point of this filing :

“Obtaining such cash through a ‘fire sale’ of real estate holdings would inevitably result in massive, irrecoverable losses — textbook irreparable injury,” defense lawyers Alina Habba and Clifford Robert wrote.

Marketing and selling assets in the 9-figure price range can take years. Trump has more litigation in front of him and is threatened with imprisonment. Who is going to lend him $500,000,000? This is all by design. The fine is ludicrous.