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-- 1990 --

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September 1:
Like John Connally, the former governor of Texas, Trump had millions of dollars signed away in personal guarantees. The personal debt on the Trump Shuttle alone was $135 million. Bear Stearns had been guaranteed $56 million for Trump’s Alexander’s and American Airlines positions. The Taj Mahal casino had a complicated set of provisions which made Trump responsible for $35 million. Trump had personally guaranteed $125 million for the Plaza hotel. In West Palm Beach, Trump Plaza was so empty it was nicknamed “the Trump See-Through.” That building alone carried $14 million worth of personal debt. Trump’s mansions in Greenwich and Palm Beach, as well as the yacht, had been promised to the banks for $40 million in outstanding loans. The Wall Street Journal estimated that Trump’s guarantees could exceed $600 million. In one astonishing decade, Donald Trump had become the Brazil of Manhattan.
https://www.vanityfair.com/magazine/2015/07/donald-ivana-trump-divorce-prenup-marie-brenner

-- 2016 --

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January 18: Trump’s bad bet: How too much debt drove his biggest casino aground
https://www.washingtonpost.com/investigations/trumps-bad-bet-how-too-much-debt-drove-his-biggest-casino-aground/2016/01/18/f67cedc2-9ac8-11e5-8917-653b65c809eb_story.html?utm_term=.571bf48d3883

March 23: Donald Trump Is Understating His Debt by $500 Million

On the campaign trail, Donald Trump has said dealing with the nation’s $18 trillion debt will be easy. One reason: Trump could just choose to ignore it. That appears to be how Trump has dealt with some of the debt on his own balance sheet.
http://fortune.com/2016/03/23/donald-trump-debt/

June 12: On the presidential campaign trail, Mr. Trump, the presumptive Republican nominee, often boasts of his success in Atlantic City, of how he outwitted the Wall Street firms that financed his casinos and rode the value of his name to riches. A central argument of his candidacy is that he would bring the same business prowess to the Oval Office, doing for America what he did for his companies.
https://www.nytimes.com/2016/06/12/nyregion/donald-trump-atlantic-city.html

-- 2017 --        

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January 6: How Donald Trump Bankrupted His Atlantic City Casinos, but Still Earned Millions

What Donald Trump Owes Wall Street ... New information on conflicts of interest that would challenge even a saint

Wells Fargo. JPMorgan Chase. Fidelity Investments. Prudential PLC. Vanguard Group. These are among the major financial institutions that own business debt held by Donald Trump
https://www.theatlantic.com/politics/archive/2017/01/what-donald-trump-owes-wall-street/512327/

August 30: Donald Trump’s debt to Deutsche Bank

When Donald Trump sued Deutsche Bank in late 2008, it was “classic Trump”, according to the German bank, which sued him back.
https://www.ft.com/content/8c6d9dca-882c-11e7-bf50-e1c239b45787

-- 2018 --

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January 6: Donald Trump's businesses owe $1.8bn to more than 150 different institutions, new study suggests ... President-elect faces more questions about conflict of interest as financial reliance on big banks is revealed
http://www.independent.co.uk/news/world/americas/donald-trump-businesses-owe-debt-18-billion-150-institutions-study-source-of-study-president-elect-a7512586.html   

-- 2019 --  

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-- 2020 --

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