Trump claimed that he dumped all of his stocks right before the Black Monday crash in 1987 and blamed the US trade deficit for the fall
Business Insider -

Black Monday, October 19, 1987 was the day of the largest one day stock market drop in history.

Then-real estate investor Donald Trump told the Wall Street Journal the next day that he had dumped all his stock in the preceding months before the crash.

"I think the market is going to go down further, there are just too many things wrong with the country," Trump said.

On Monday, October 19, 1987 the stock market was rocked by the worst one-day fall in history with the Dow Jones industrial average...

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