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Donald Trump's Most Notorious Business Failures  Trump Airlines In 1988, Trump took out a $245 million loan to purchase the planes and routes of Eastern Air Shuttle. He slapped a TRUMP decal and some gold bathroom fixtures on the commuter planes that flew between New York, Boston and Washington, D.C., but customers weren’t charmed. Two years after he launched Trump Shuttle, the airline wasn’t making enough money to even cover the $1 million monthly interest payment on his loan. Trump ultimately defaulted, surrendering ownership of the airline to his creditors. |
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