Here's what happened when it was (like with most of other Trump celebrity brand-name corporate entries, which were non-inherited and that he started himself, public or private — which means they didn't have a nice downward chart with the words "default" or "bankruptcy" prominently displayed for everyone to see):
Oh, and in the process he stiffed many people who invested in him via stock or debt loans, while structuring it so that he could only make money while not losing a penny himself (from royalties and salary and dividends from special class of zero-cost preferred stock) but sticking the losses to the celebrity-blinded "investors" ("how can you lose investing in Trump, right?"):
http://www.freerepublic.com/focus/news/3331138/posts - FR, 2015 August 20
There are plenty of people who did the calc that he underperformed both the stock market and the real-estate market. Do the search. He is YUGE in his own mind / ego and his celebrity persona which feeds Trump brand.