Fails

Donald Trump's 14 Most Epic Business Failures  

Mel Judson
46.4k views 7 items

With so many business ventures, a few of Donald Trump's businesses were bound to go south. Sometimes, they went south only because of The Donald's decisions, and other times, ventures went belly up but Trump claimed he'd only licensed his name. Whether he was calling the shots or just investing, we've compiled a list of Donald Trump's failed businesses.

From an airline to two separate attempts at Trump board games, there are a number of epic business failures that Donald Trump has presided over or been involved in. Though he says he never once declared bankruptcy, the truth is that while he may not have personally done so, a number of his businesses have, and you'll find them here. There are a number of Donald Trump business ventures you could look at and wonder how he could have possibly ever thought they were anything but laughable.

Trump Steaks? Trump Vodka? How about Trump Mortgage, launched right before the global 21st century financial meltdown? The most Trumpian belly flops in business history are all accounted for on this list!
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Trump Ice is listed (or ranked) 5 on the list Donald Trump's 14 Most Epic Business Failures
Photo:  Juliana Lopez/Flickr/CC BY 2.0

Despite the fact that its name sounds like some sort of weird alcoholic beverage like Zima, Trump Ice is just bottled water. The labels (helpfully featuring a smiling Donald) claimed Trump Ice was "one of the highest quality spring waters in the world" and, of course, it was marketed as designer water.

Trump Ice no longer exists, but the bottled water in his casinos and hotels has been rebranded Trump Natural Spring Water.

New Jersey Generals
New Jersey Generals is listed (or ranked) 6 on the list Donald Trump's 14 Most Epic Business Failures
Photo: WI Connection/Wikimedia Commons /CC BY-SA 3.0

The New Jersey Generals were a USFL team before the USFL merged with the NFL. Donald Trump owned them, then dropped out, then came back. The eventual collapse of the USFL has been blamed on Trump, who was trying to get the Generals to join the NFL under the other league's nose.

Years later, Lisa Edelstein, who eventually played Dr. Cuddy on House, revealed that while she was a cheerleader for the Generals at 16 years old, the cheer squad was forced to hang out in bars in their skimpy clothing, regardless of the fact that many were minors.

Trump Casinos
Trump Casinos is listed (or ranked) 7 on the list Donald Trump's 14 Most Epic Business Failures
Photo:  jamvitter/Flickr/CC BY-SA 2.0

It always seemed as though Donald Trump was synonymous with his Atlantic City casino, but turns out, even that has gone under. Trump Entertainment tried to sell the space for years, at one point even settling for the lowest price ever on an operating casino (that deal fell through).

Not long before his presidential campaign announcement, the Trump Plaza in Atlantic City shut down for at least 10 years to avoid taxes.