Just like ~15% of the US population believes Trump when totally fabricates facts about the election, he could take a run at perennially duping investors in 2020 and beyond.
"We're about to sign a huge deal for a Moscow property" ... and then it doesn't really happen. "We signed a huge deal with Macau developers" ... but it's not material to the company etc. etc..
There are a lot of people who command a lot of money that love to interact with, 'do deals with' important people, it elevates their status, much in the same way North Korea staged the US/N. Korean talks, ensuring the photo op had 'equal numbers of N. Korean flags to US flags' etc..
Even after all the loses and folly, people find the appearance of power irresistible - and no matter what happens to his business, DJT will forever be a 'Former President' which has formidable status.
The developing worlds has vast sums of money controlled by unsavoury figures without a whole lot of oversight there are innumerable ways to 'pretend to do business' or to 'do it poorly enough' that he can bleed small time investors for a fortune.
While 'Bloomberg' and every other bit of financial press literally spells out the disaster of the numbers, how none of it makes sense, he can literally tell his 'investors' that 'the media is out to get him and that they are lying' etc. etc..