Pirates GM Ben Cherington discusses future, offseason plans

It’s been another tough season for the Pirates, and things went poorly enough early in the year that manager Derek Shelton was fired just six weeks into the regular season. While the club showed at least some signs of life in the aftermath of Shelton’s firing, with a 52-51 record under interim manager Don Kelly through September 4, they’ve gone on to lose 12 of their last 14 games and now look sure to end the season on a sour note. With a 66-89 record entering play today, Pittsburgh is more than 20 games underwater for the year and has already locked up a worse record than the club posted in back-to-back 86-loss seasons during the 2023 and ’24 campaigns.

A step backwards in Paul Skenes’s first full season in the major leagues could not possibly have been something Pittsburgh was expecting, and none of the team’s woes can be attributed to their ace given his 2.02 ERA and status as the heavy favorite for the NL Cy Young award. The problem lies elsewhere in the organization, and yesterday GM Ben Cherington was asked by reporters about his job status and plans for the future. Cherington (as relayed by Kevin Gorman of TribLive) told reporters that he “hasn’t heard anything to the contrary” from ownership when asked if he expects to return for 2026.

“I don’t know if any of us in this room ever have full assurance of anything, but I want to help the Pirates win more games,” Cherington told reporters. “That’s it. I don’t do the job because of the job. I do the job because I want to be a part of making this thing work. Winning more games and being able to leave PNC Park at night feeling better and everybody feeling better. That’s why I do it. I still want to do it. I badly want to do it.”

Cherington went on to discuss the status of Kelly headed into the offseason, and made clear that he’s holding off on evaluating the interim manager’s performance until the season comes to a close. He went on to say that he expected Kelly would do “a really good job” in the role from the moment he took over back in May, and that his performance “is one that’s not surprising” to him. While Cherington’s review of Kelly’s work was largely positive, he also noted that not having a manager locked in for 2026 at this point creates “an opportunity to really have a culture that feels different” next season. If Pittsburgh brass think a significant change in culture is necessary to get the team back on track, it could be argued that Kelly isn’t the right person to change that culture after spending six seasons in the organization between his time as bench coach and interim manager.

Despite uncertainty in the dugout and the team’s poor performance this year, Cherington added that he expects the team to contend next season. At the same time, he acknowledged that “you can’t just hope it’s going to happen” and that “some really important work” needs to be done to improve the club around Skenes. The most obvious place improvement will be needed is on offense, as Spencer Horwitz and his 107 wRC+ represent the only above-average offensive contribution the club got from any of its hitters this year. Perhaps the team can expect better performances from Oneil Cruz and Bryan Reynolds next year given their track records, but the rest of the lineup has posted uninspiring numbers with little reason for optimism going forward.

The microscopic budget handed down by ownership is a perennial challenge in Pittsburgh, but Cherington and the Pirates’ front office do have an exciting farm system and a deep pitching staff from which they could try to swing trades that would upgrade the offense. Top prospect Konnor Griffin isn’t going anywhere, of course, but with Skenes, Jared Jones, Mitch Keller, Johan Oviedo, Mike Burrows, Bubba Chandler, Hunter Barco, Thomas Harrington, Braxton Ashcraft, and Carmen Mlodzinski all likely to be in the mix for starts next year there should be plenty of room to move an arm or three for help on offense. Indeed, that’s how they were able to acquire Horwitz, as they traded Luis Ortiz to the Guardians to acquire their first baseman last offseason shortly after he joined Cleveland in the Andres Gimenez trade. If they can follow a similar road map more aggressively this winter, they should be able to leverage their bevy of young pitching talent in order to augment the offense without breaking the bank.