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2. 'How Donald Trump's Company Violated the United States Embargo Against Cuba'
Thu Feb 26, 2026, 01:34 PM
Yesterday

(Newsweek, 2016) "A company controlled by Donald Trump, the Republican nominee for president, secretly conducted business in Communist Cuba during Fidel Castro's presidency despite strict American trade bans that made such undertakings illegal, according to interviews with former Trump executives, internal company records and court filings."

"Documents show that the Trump company spent a minimum of $68,000 for its 1998 foray into Cuba at a time when the corporate expenditure of even a penny in the Caribbean country was prohibited without U.S. government approval. But the company did not spend the money directly. Instead, with Trump's knowledge, executives funneled the cash for the Cuba trip through an American consulting firm called Seven Arrows Investment and Development Corp. Once the business consultants traveled to the island and incurred the expenses for the venture, Seven Arrows instructed senior officers with Trump's company—then called Trump Hotels & Casino Resorts—how to make it appear legal by linking it after the fact to a charitable effort."

"The payment by Trump Hotels came just before the New York business mogul launched his first bid for the White House, seeking the nomination of the Reform Party. On his first day of the campaign, he traveled to Miami, where he spoke to a group of Cuban-Americans, a critical voting bloc in the swing state. Trump vowed to maintain the embargo and never spend his or his companies' money in Cuba until Fidel Castro was removed from power."

"He did not disclose that, seven months earlier, Trump Hotels already had reimbursed its consultants for the money they spent on their secret business trip to Havana."

"At the time, Americans traveling to Cuba had to receive specific U.S. government permission, which was granted only for an extremely limited number of purposes, such as humanitarian efforts. Neither an American nor a company based in the United States could spend any cash in Cuba; instead, a foreign charity or similar sponsoring entity needed to pay all expenses, including travel. Without obtaining a license from the federal Office of Foreign Assets Control (OFAC) before the consultants went to Cuba, the undertaking by Trump Hotels would have been in violation of federal law, trade experts say."

Continued at link:

https://www.newsweek.com/2016/10/14/donald-trump-cuban-embargo-castro-violated-florida-504059.html

In 2008 Trump applied to register his trademark in Cuba for hotels, casinos, and golf courses, a filing that remained active until 2018. And during the 2016 campaign, Trump stated he would "open a hotel in Cuba."

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