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Ben Cherington’s 3 Best Moves as Pirates General Manager

Ben Cherington is planning for his eighth offseason since taking over as general manager of the Pirates in the fall…

Published: Monday, 12 October 2026 at 2:00 PM
Ben Cherington’s 3 Best Moves as Pirates General Manager
Key Things to Know
  • Danny Demilio ranks Ben Cherington's top three transactions as general manager of the Pittsburgh Pirates.
  • Demilio highlights acquiring Brandon Lowe and closer Mason Montgomery from Tampa Bay as a premier move.
  • Trading Ke'Bryan Hayes and his full contract to the Reds is credited by Demilio as a major success.
The Story in 60 Seconds

Danny Demilio of Pittsburgh Baseball Now evaluates Pittsburgh Pirates general manager Ben Cherington's top three moves following an 82-80 finish in the 2026 season. Demilio highlights the three-team acquisition of Brandon Lowe, Mason Montgomery, and Jake Mangum, the trade shedding Ke'Bryan Hayes' contract to Cincinnati, and signing rookie Konnor Griffin to a franchise-record nine-year extension.

Demilio argues that landing Lowe and Montgomery while giving up Mike Burrows significantly bolstered the team. He also praises Cherington for clearing Hayes' remaining salary to eventually acquire reliever Luke Weaver, alongside securing Griffin on a long-term $140 million contract following his early MLB debut.

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