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Nevertheless, in 2007, the Blackstone Group bought Mr. Zells firm then known as Equity Office Properties Trust for $39 billion. His own fortune was estimated at nearly $5 billion, and with holdings in residential properties, drug and department stores, and energy and electronics companies a lifetime of acquisitions that made him one of the nations wealthiest men he might have retired comfortably in his mid-60s.

But seeing yet another inefficient market, he plunged into the unfamiliar world of newspapers, winning a bidding war for one of the nations premier media companies, the 160-year-old Tribune empire. Besides the Chicago and Los Angeles newspapers, it included The Baltimore Sun, Newsday, The Hartford Courant, 23 television and radio stations, the Chicago Cubs and Wrigley Field.

Like many newspapers, the Tribune properties were hemorrhaging advertising revenues and readers to the internet. The company had been on the auction block for months when Mr. Zell insisting that his interests were purely economic, not editorial offered $34 a share in a complex transaction to take the company private under an employee stock-ownership plan.

He acquired control in December 2007 in an $8.2 billion deal whose financing required him to put up only $315 million, but that saddled the employee-owners with more than $13 billion in debt, including $5 billion in existing Tribune obligations. In that highly leveraged buyout, the debt was to be paid off almost entirely by cash generated by the companys continuing operations.

The new corporation was exempt from federal income taxes, and the debt was reduced by the sale of Newsday, the Cubs and Wrigley Field. But employees, who had no say in the deal, assumed a crushing burden and stood to gain only if the company survived, while Mr. Zell, for a relatively modest investment, became chairman and secured an option to buy 40 percent of the company for $500 million if it prospered.

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Sam Zell, 81, Tycoon Whose Big Newspaper Venture Went Bust, Dies - The New York Times