i THINK the idea Trump left office poorer than when he started doesn't have much hard evidence either way. There isn't a lot of evidence for Trump's wealth today, nor back when. It's pretty much conjecture, nearly as I can tell.
His wealth is mostly in property ownership, which is difficult to calculate as the properties can be valued widely by different agencies and we don't generally know which are leveraged. Maybe he owns say Trump Tower, great, and maybe it's said to be worth a billion, OK, but if he has a $900 million loan on it ...
Some folks think he is highly leveraged because that was his basic business plan all along. I don't know.