Which MLB executive is under the most pressure heading into the 2025 trade deadline?

Trade Deadline Tension: 7 MLB Execs Face Career-Defining Decisions

As the 2025 MLB trade deadline looms on July 31, pressure is mounting on several high-profile executives to deliver franchise-altering decisions. Red Sox CBO Craig Breslow is navigating backlash from the Rafael Devers trade. Mariners President Jerry Dipoto is expected to deliver a big bat. Cubs President Jed Hoyer must capitalize on playoff momentum. Orioles’ Mike Elias faces roster choices amid an AL Wild Card battle, while Phillies’ David Dombrowski weighs immediate needs against an aging core. The deadline will be pivotal not only for postseason prospects but also for how these execs are judged moving forward. Fans and analysts alike are watching closely.

Options

  • Craig Breslow (Red Sox)
  • Jerry Dipoto (Mariners)
  • Jed Hoyer (Cubs)
  • Mike Elias (Orioles)
  • David Dombrowski (Phillies)
  • Other

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