Pittsburgh Pirates GM talks leadership, trust, culture — and replacing a legend

Creating a stellar corporate culture is a must-do in today’s work environment. Pro sports exec Ben Cherington has learned that to deliver the best culture, you have to first have the best people.

Pittsburgh Pirates GM Ben Cherington, left, with Derek Shelton, the manager. Shelton was the hitting coach for the Tampa Bay Rays from 2010 to 2016.
Pittsburgh Pirates GM Ben Cherington, left, with Derek Shelton, the manager. Shelton was the hitting coach for the Tampa Bay Rays from 2010 to 2016.
Courtesy photo
  • Leadership
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Major league baseball front executive Ben Cherington has had some mighty highs and blighty lows in his two decades in the sport. He helped assemble a team (the 2013 Boston Red Sox, where was the general manager) that won a World Series. He also helped assemble teams (like the 2021 and 2022 Pittsburgh Pirates, his current organization) that lost 100 games in one season. 

 

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