A Mar-a-Lago Weekend and an Act of God: Trump’s History With Deutsche Bank

The so-called roadshow seemed to go well. At every stop, Mr. Trump was greeted by large audiences of fund managers, executives and lower-level employees eager to see the famous mogul. The problem, as a Deutsche Bank executive would explain to Mr. Trump, was that few of them were willing to entrust money to him.

Mr. Trump requested an audience with the bank’s bond salesmen.

According to a Deutsche Bank executive who heard the remarks, Mr. Trump gave a pep talk. “Fellas, I know this isn’t the easiest thing you’ve had to sell,” the executive recalled Mr. Trump saying. “But if you get this done, you’ll all be my guests at Mar-a-Lago,” his private club in Palm Beach, Fla.

The sales team managed to sell hundreds of millions of dollars worth of bonds. Mr. Trump was pleased with the results when a Deutsche Bank executive called, according to a person who heard the conversation.

“Don’t forget what you promised our guys,” the executive reminded him.

Mr. Trump said he did not remember and that he doubted the salesmen actually expected to be taken to Mar-a-Lago.

“That’s all they’ve talked about the past week,” the executive replied.

Mr. Trump ultimately flew about 15 salesmen to Florida on his Boeing 727. They spent a weekend golfing with Mr. Trump, two participants said.

A year later, in 2004, Trump Hotels & Casino Resorts defaulted on the bonds. Deutsche Bank’s clients suffered steep losses. This arm of the investment-banking division stopped doing business with Mr. Trump.

Around that time, Mr. Trump returned to Deutsche Bank’s commercial real estate unit — which was housed in a separate part of the sprawling investment-banking division — for another loan. This one was to build a 92-story skyscraper in Chicago, the Trump International Hotel and Tower.