With that much property, doubt it would be hard to stay liquid enough to keep up appearances. I’m not saying he is broke, I’m saying they are going to try to make him look like the Little Tramp before this campaign is over. You remember how they kept harping on his casino bankruptcies in 2016? I suspect they plan to hype up all that, the ruling from the SCOTUS last month will give them more leave to snoop.
What happened 4 years ago will be irrelevant to swing voters, as long as the economy recovers.