Republican presidential candidate Donald Trump tried multiple times to make his mark on the LA real estate scene. In 1989, he vowed to build the tallest building in the world on the site of the old Ambassador Hotel. In 2000, he partnered with a small Native American tribe in the Coachella Valley to build a casino there. And in 2003, he put in a bid to lead the redevelopment of Grand Avenue. And each project saw Donald Trump on the losing end of the deal.