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All of Donald Trump's Businesses, Ranked by Dubiousness

List RulesVote up the businesses started by Trump that you think sound the most dubious and suspect.

Since announcing his run for president in 2015, a spotlight has been shining bright on Donald Trump's most dubious business ventures. Some of them were total disasters, while others were successful companies that ran into legal or political trouble. Even with the many failures, Trump has run a successful and profitable company here and there.

The worst Donald Trump companies are the ones that involve a business he doesn't understand (airlines, alcohol, radio), or ones that were never anything but cheap scams in the first place (Trump University, mortgages, vitamins). Some of these are so dubious that they've led to lawsuits, settlements, even corporate bankruptcy.

Here are the most dubious Trump businesses, ranked from the worst to the most honest.
  • Trump opened the Plaza Hotel and Casino in Atlantic City in 1984, and it immediately ran into branding issues, with dozens of unsold luxury suites. It finally began turning a profit until 1990, when it began losing money - to Trump's own Taj Mahal. Trump had to take out a mortgage on the property's parking garage to keep it afloat, and after a bankruptcy and several renovations, planned to dump it for $20 million. Even that deal fell through, and it closed in 2014. Over a thousand employees were put out of work.

    Naturally, Trump claimed he'd cashed out years earlier, and only kept his name on the casino out of charity.

    Does this sound suspicious?
  • 2
    286 VOTES

    Trump Model Management

    Photo: ABC News
    Trump launched his model talent agency in 1999, signing a host of foreign and domestic models. While the business has been successful, it's also been hit with multiple lawsuits and accusations that it broke federal visa laws.
    Does this sound suspicious?
  • 3
    361 VOTES

    The Trump Network

    Photo: CBS News

    The Trump Network was not a TV network, but a vitamin-shilling pyramid scheme. In 2009, Trump purchased a dodgy supplements company called Ideal Health (which had dozens of complaints pending against it when Trump bought it), slapped his name on it, and started marketing it as a post-recession get-rich-now opportunity. Essentially, one was to take a $100 test that would determine what supplements you needed, and then you'd be sold those vitamins at an outrageous markup.

    The company was a scam on a number of levels, taking customers' money and giving nothing back. Even if it had given customers anything, it would have merely been a meaningless test and the same vitamins you can buy in any CVS. The Trump Network sold a bunch of other woo crap as well, including energy drinks, kid snacks, and skin-care products.

    All the while, Trump told the press his Network would become bigger than Amway. It did not, and Trump sold the company after two years, beset by complaints that vendors weren't getting paid. As many as 21,000 people lost at least some amount of money.
    Does this sound suspicious?
  • 4
    374 VOTES

    Trump Taj Mahal

    The grand Trump Taj Mahal Casino began construction in Atlantic City in 1984, but the builder died, putting the site up for auction. Trump purchased it in 1987, and spent the next three years pouring money into the complex. He also got into a much publicized lawsuit battle with TV magnate Merv Griffin, who also wanted the site. The casino finally opened in 1990 - and declared bankruptcy a year later, $3 billion in the red - almost all on junk bonds.

    The filing let Trump reorganize the casino's debt, in exchange for lower interest rates. The Taj went bankrupt again, along with most other Trump casinos, in 2004 - and again in 2014, with the casino set to close in December of that year. At the last second, Trump sold the complex and stepped down as Chair of Trump Entertainment Resorts. The Taj was also beset by legal problems, labor issues, shootings, and violations of federal currency laws.
    Does this sound suspicious?