Trump: The Game

By 1989, when the Milton Bradley Company created "Trump: The Game," The media treated Donald J. Trump as a darling. The high-stakes real-estate mogul of Manhattan leveraged his father's residential business into a multi-million-dollar commercial empire. Making shrewd financial deals in the 1970s, Trump convinced the City of New York to support his massive development schemes. By the end of the 1980s he owned several Manhattan high-rises, including the grandiose Trump Tower, apartment buildings, hotels, and casinos in the gambling mecca of Atlantic City. Milton Bradley invited players to join the party with Trump: The Game. A real-estate game much like rival Parker Brothers' earlier Monopoly, Trump throws a significant amount of deal-making into the mix. The game starts with players racing around the board picking up property. The fun begins as the players enter into the no-holds-barred, high-stakes wheeling and dealing that Trump made famous. Of course, you can also lose your shirt. In 1990, just after the game first appeared, Trump's empire plummeted from billions in assets to near bankruptcy. He bounced back with the strong economy of the 1990s, and by 2000 he was even considering a run for president.