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The Hedge Fund Vampire That Bleeds Newspapers Dry Now Has the Chicago Tribune by the Throat

Reported by Vanityfair
Feb 5, 2020· 3 min read
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Key Takeaways
  • • Alden Global Capital increased its stake in Tribune Publishing to 32% in December 2019, becoming the largest shareholder and securing two board seats, positioning itself to potentially gain control after a mid-2020 moratorium expires on June 30.
  • • Heath Freeman's Alden Global Capital has built a reputation as a "rapacious vulture fund" that systematically extracts value from newspaper assets, with a portfolio including the Chicago Tribune, Baltimore Sun, New York Daily News, Orlando Sentinel, Denver Post, and eight other major publications.
  • • Chicago Tribune journalists David Jackson and Gary Marx directly challenged Freeman on December 20, 2019, requesting evidence that negative press coverage of Alden's media acquisitions had missed counterarguments or overlooked supporting data—an unusual newsroom response to hedge fund acquisition threats.
  • • The Chicago Tribune and sister publications face a critical six-month window (through June 30, 2020) before Alden's contractual restrictions expire, giving journalists and stakeholders limited time to prevent potential operational changes or cost-cutting measures characteristic of Alden's newspaper operations.
  • • Tribune Publishing's asset base had already survived previous high-profile but destructive ownership periods under Sam Zell and Michael Ferro, with the Los Angeles Times having been divested to billionaire investor Patrick Soon-Shiong two years prior.
Summary
Alden Global Capital, a New York City–based hedge fund led by Heath Freeman, has emerged as a dominant threat to Tribune Publishing's newsroom operations after increasing its ownership stake to 32% in early December 2019. The acquisition of two board seats positions Alden as Tribune's largest shareholder and signals potential operational control once contractual restrictions expire mid-2020. The transaction includes a covenant preventing further stake increases or control attempts until June 30, 2020—a deadline that has galvanized journalists at the Chicago Tribune and affiliated publications including the Baltimore Sun, New York Daily News, and Orlando Sentinel to mount defensive efforts.

The hedge fund's track record has established it as a practitioner of aggressive cost-cutting at newspaper properties. Alden's portfolio now encompasses at least 13 major metropolitan newspapers across the United States, including the Denver Post, St. Paul Pioneer Press, Boston Herald, Mercury News, and East Bay Times. Industry observers and journalists have characterized the firm's operational philosophy as extractive—focused on maximizing near-term cash generation rather than sustaining editorial investment or newsroom capacity.

On December 20, 2019, veteran Chicago Tribune investigative reporters David Jackson and Gary Marx took the unusual step of directly engaging Freeman with a written inquiry, requesting evidence that mainstream press criticism of Alden's media acquisitions had overlooked favorable data or failed to present counter-narratives. This move reflects the severity of newsroom concerns regarding Alden's acquisition intentions and the limited window available before contractual protections lapse. The Tribune's ownership history—marked by the tumultuous tenures of Sam Zell and Michael Ferro—has left journalists and stakeholders acutely aware of the operational damage that extractive ownership can inflict. The impending expiration of acquisition restrictions creates a high-stakes timeline for Tribune Publishing's future editorial direction and newsroom investment levels.

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Vanityfair The Hedge Fund Vampire That Bleeds Newspapers Dry Now Has the Chicago Tribune by the Throat