Many organizations around the game tend to keep the contract status of their front office executives under wraps, but some clubs opt not to do this. One such organization is the Cubs, who have been run by president of baseball operations Jed Hoyer since he took over for Theo Epstein in November 2020. Hoyer’s contract is up after the 2025 season, a fact he himself acknowledged during Spring Training. While club chairman Tom Ricketts has previously spoken positively of Hoyer’s work at the helm, he’s stopped short in the past of offering a full vote of confidence and did not sign him to an extension prior to his lame duck season.
That could be a simple acknowledgement of the disappointment associated with the last several years of Cubs baseball. Chicago hasn’t made the playoffs under Hoyer’s guidance and last won a playoff game back in 2017. Some of those losing seasons were somewhat inevitable, as ownership cut payroll prior to the 2021 season and that lack of resources in conjunction with an early-season losing streak led to a massive trade deadline sell-off during Hoyer’s first season leading the front office. That kicked off a short rebuilding period where the team did not expect to win in 2022, but by 2023 the spending (and expectations) had ramped back up. That resulted in back-to-back 83-win seasons where Chicago missed the playoffs by a few games.
Entering 2025, the Cubs actually lowered payroll relative to 2024 after falling short in pursuits of top free agents like Alex Bregman and Tanner Scott. That didn’t stop them from being aggressive in other ways, though, as they surrendered a massive package to bring star outfielder Kyle Tucker into the fold for his final season before reaching free agency. The addition of Tucker, in conjunction with lower-level additions like Matthew Boyd, have so far allowed Chicago to weather the losses of front-of-the-rotation starters Justin Steele and Shota Imanaga and put themselves firmly in playoff position. The team has a 45-29 record entering play today, good for a 5.5-game lead in the division and the best record in National League.
Much of that success is due to young players Hoyer brought into the organization finding success. Pete Crow-Armstrong has developed into one of the game’s most exciting young stars after Hoyer acquired him from the Mets in exchange for Javier Baez and Trevor Williams at the 2021 trade deadline and Michael Busch has blossomed into one of the league’s better first basemen after being acquired from the Dodgers during the 2023-24 offseason. While less established than Crow-Armstrong and Busch, recent first-round picks Cade Horton and Matt Shaw have made their big league debuts and appear to be entrenched as long-term assets in the rotation and on the infield at this point.
While those positives are all exciting, the Cubs’ farm system has taken a bit of a hit after the trades that brought in Busch and Tucker. Hoyer surrendered Cam Smith, Jackson Ferris, and Zyhir Hope in those deals, each of whom have blossomed into exciting young talents with their new organizations. The team’s track record in free agency under Hoyer has been somewhat spotty as well. Deals struck with international free agents like Imanaga and Seiya Suzuki have proved to be relative bargains, and other large deals like those given to Dansby Swanson and Jameson Taillon have more or less returned the value expected from them. On the other hand, the Cubs were forced to eat some of Cody Bellinger’s contract just to get him off the books. Some mid-level additions in recent years like Drew Smyly, Hector Neris, and Trey Mancini offered minimal value while eating up considerable dollars in the team’s budget, as well.
No front office executive has a spotless track record. Hoyer is no exception to that, but his errors don’t stand out as particularly egregious compared to other execs around the league. With that being said, there aren’t many front office leaders around the game who have the same payroll capacity at their disposal without at least some playoff games to show for it. Big market teams like the Giants, Mets and Red Sox have made changes at the front office level due to lack of playoff success in recent years despite those teams having made the postseason more recently than the Cubs.
Ricketts hasn’t shown himself to have an itchy trigger finger during his time as chairman of the organization; Epstein was hired in 2011 and he remained with the organization until voluntarily walking away in 2020, at which point Ricketts handed the reins to Hoyer after years as Epstein’s GM. Perhaps that means a return to the playoffs will be enough to convince Ricketts to keep Hoyer in the fold. The Cubs seem well positioned to do that at this point in the calendar, and while things can certainly change over the next few months, it wouldn’t be a shock if this team made a deep run into the postseason.
How do MLBTR readers think the Cubs organization should proceed? Has Hoyer’s work developing the team’s farm system and delivering a legitimate contender in 2025 earned him a longer stay in Chicago, or should the organization move in another direction when his contract expires? Have your say in the poll below: