Simplistically inaccurate.
Huffington Post had an interesting article on this topic:
The large loss apparently relates to Trump’s sale, in 1995, of New York’s legendary Plaza Hotel to Saudi and Asian investors. Trump acquired the hotel in 1988 for $400 million. He sold it in 1995 for $325 million.
Sounds like a $75 million loss, right? Except:
As it happens, Trump took out loans against The Plaza to purchase the Eastern Air Lines Shuttle (renamed Trump Shuttle) and to finance the construction of the Taj Mahal casino in Atlantic City.
Indeed, the 1995 purchasers of The Plaza seem to have assumed as much as $440 million in debt along with their purchase at $325 million, making the total purchase price closer to a $765 million value.
In other articles, there are discussions about him claiming losses on bad debt even though the lenders discounted/forgave some/all of the debt, in which case he should have declared the forgiven amount as income - he didn't.
There is also depreciation - a great way to generate paper losses.
This is a really good and rather complicated article on the same topic:
http://www.thedailybeast.com/articl...s-is-how-trump-lost-916m-and-avoided-tax.html
In short, as the HuffPo article concludes:
So it appears that Donald Trump lost nearly a billion dollars by buying, mortgaging and selling a hotel he didn’t invest in and didn’t really own.