Donald Trump – 10 Most Embarrassing Unsuccessful Gambles He Made


Donald Trump has been making headlines as a Republican candidate for America’s presidential race. His questionable ideologies have been constantly the subject of criticism everywhere.

But this isn’t the first time the notorious entrepreneur has done something that bombed in the public eye. Here are a few of his memorable gambles that didn’t quite work out.

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1. Trump Airlines


During the late ’80s, Trump invested roughly $365 million dollars for a fleet of seventeen Boeing 727s, including landing facilities in three cities namely Boston, Washington, D.C., and New York. The plane was supposed to provide the utmost luxury experience to its passengers including features such as gold bathrooms, interiors redecorated with maple wood veneer, and even chrome seat belt latches.


Not long after, his investment failed. There were different factors contributing to this, including the rise of fuel charges due to the war in the Middle East and the economic recession experienced by America in the year 1989.  Trump’s luxury airlines had trouble finding customers who preferred good service over ornate designs. In the end, Trump Shuttle never made profit, and Trump had to transfer ownership to its creditor banks.

2. Trump Vodka


Trump Vodka may have been labeled super premium, but its success was far from it. After the public was introduced to an extension of Trump’s brand back in 2006, The Donald shelved off a hefty amount of money to get it advertised.


Trump seemed to be confident about his business venture. Before the alcoholic drink was released to the market, he predicted it to be the most requested drink in America. Looks like Trump fails as a clairvoyant too, as you can no longer find Trump Vodka sold anywhere. Okay, maybe eBay, but only in the collectibles section.


By 2011, T&T became obsolete in the market. He encountered some legal problems along the way, as an Israeli company distributed the drink without the company’s consent.

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