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Donald Trump's Best and Worst Gambles

Photo Credit: Mike Stobe | Getty Images

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Donald Trump's Best and Worst Gambles

There is no name more synonymous with real estate — or self-promotion — than Donald J. Trump. From the glistening marble of Trump Tower, to NBC’s mega-hit, The Apprentice, the shadow of “The Donald” looms large over his eponymous empire.

But not everything "The Donald" touches turns to gold. Here, we take a look at some of his biggest gambles — those that paid off, and those that didn't. Click ahead for Donald Trump's best and worst business gambles.

By Constance Parten
Posted Nov. 10, 2011

Photo Credit: Mike Stobe | Getty Images