Real estate mogul turned media titanThe Chicago billionaire first discovered his entrepreneurial spirit at an early age by buying Playboy magazines downtown and reselling them for a profit in the suburbs. Decades later, he's still betting against the tide. Zell's recent purchase of the Tribune Company represents a high-stakes gamble that newspapers can survive the onslaught of the digital age. The next few years should be interesting: Zell's talking tough about charging Google for newspaper headlines that appear in search results.
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