The Pittsburgh Pirates are facing a tough challenge: they need more offensive power to complement their strong young pitching staff. General Manager Ben Cherington recently mentioned that this offseason offers more flexibility for the team than any other since he took the job in 2020. This could allow them to make several key signings from the free-agent pool.
According to Mark Feinsand of MLB.com, the Pirates may set aside between $30-40 million for their 2026 payroll. This figure is on the higher side compared to what they’ve spent previously. For instance, in the 2023-24 offseason, they committed just over $30 million and around $20 million the winter before that. Notably, they haven’t made a multi-year free agent signing in almost ten years, with Aroldis Chapman’s $10.5 million deal being their only significant contract under Cherington’s leadership.
Recently, the Pirates moved some salary by trading away Ke’Bryan Hayes and David Bednar, allowing them to free up significant dollars. With Mitch Keller and Bryan Reynolds accounting for about $30.5 million next season, plus an expected $12-15 million for arbitration players, it makes sense for them to invest more heavily this time around. If they follow through, they could end up with a payroll close to last season’s total.
What’s really interesting is the possibility of signing multi-year deals. Cherington noted that they’ve made such offers in the past, but none have been accepted. Their last notable signing of a player who’d rejected a qualifying offer was Francisco Liriano back in 2014. This trend may change if they pursue players like Gleyber Torres or Trent Grisham, both of whom could fit into the budget for longer contracts.
Other possible targets include Ha-Seong Kim, Luis Arraez, and Harrison Bader, who could be signed to shorter deals. Players like Mike Yastrzemski or Cedric Mullins might also join the team for one-year contracts, likely at a higher cost than in the past.
Beyond just free agency, the Pirates could explore trades to bolster their offense. Moving Keller could save them another $16.5 million while bringing in one or two solid hitters. They might consider trading prospects like Mike Burrows or Thomas Harrington for established players.
Currently, their roster seems to have openings, especially in the outfield and first base. Spencer Horwitz is expected to play at first, and Oneil Cruz may find his spot in center field. Konnor Griffin is projected as their long-term shortstop solution.
By blending smart trades with strategic free-agent signings, the Pirates could turn things around. A strong offense would not only support their pitching staff but also energize their fan base. As they enter this crucial offseason, eyes will be on how they navigate these opportunities.
For more detailed baseball insights, you can check out MLB.com.
















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