What's Happening?
Ryan Helsley, a two-time All-Star pitcher, has entered the free-agent market following a challenging 2025 season. Initially performing well with the St. Louis Cardinals, Helsley's season took a downturn
after being traded to the New York Mets. Despite this, his previous achievements, including multiple All-Star selections and the National League Reliever of the Year award, make him a notable candidate in the relief market. As the Winter Meetings approach, Helsley is considered a strong rebound candidate, with the Boston Red Sox and St. Louis Cardinals emerging as potential suitors. The Red Sox, facing the potential departure of Aroldis Chapman, see Helsley as a viable option to bolster their bullpen. Meanwhile, the Cardinals, undergoing a soft rebuild, might consider a reunion with Helsley, who has expressed openness to returning to his former team.
Why It's Important?
Helsley's free agency is significant for teams looking to strengthen their bullpen with a proven reliever. For the Red Sox, acquiring Helsley could provide a cost-effective solution to maintain their competitive edge in the American League East, especially if Chapman departs. The Cardinals, on the other hand, could benefit from Helsley's familiarity with the team and his past success, offering a low-risk option to enhance their pitching staff during their rebuilding phase. Helsley's decision will impact both teams' strategies as they prepare for the upcoming season, influencing their ability to compete effectively.
What's Next?
As the Winter Meetings approach, both the Red Sox and Cardinals are likely to engage in discussions with Helsley to explore potential contracts. The Red Sox may offer a short-term 'prove-it' deal, similar to what they provided Chapman, while the Cardinals could leverage Helsley's past success with the team to negotiate a favorable agreement. Helsley's performance in the upcoming season will be closely watched, as it could determine his long-term value in the league.











