In Orlando, Florida, during the ongoing 2025 MLB Winter Meetings, there has been a palpable tension as teams await significant free agency activity. Despite much anticipation, only two major deals have emerged so far: the Philadelphia Phillies have re-signed slugger Kyle Schwarber to a five-year, $150 million contract, while the Los Angeles Dodgers have secured the services of closer Edwin Díaz on a three-year, $69 million deal.
As the meetings approach their conclusion, New York Yankees general manager Brian Cashman addressed reporters poolside, reflecting on the sluggish pace of the market. “Every now and then, I’ll daydream with a little bit of comfort knowing that it seems like, ‘Alright, this market seems to be glacial speed,’” he remarked. Cashman conveyed a sense of frustration, noting that despite the ongoing discussions, he had yet to make any significant progress during this trip.
“I haven’t accomplished anything,” Cashman admitted, revealing the obstacles faced in negotiating with agents and rival teams. He described the current environment as challenging, with both sides reluctant to meet in the middle on trade discussions and free agency demands. “Don’t like the asks coming our way,” he stated, emphasizing the stagnant nature of current transactions.
In contrast to last year’s offseason, where the Yankees found themselves in limbo awaiting Juan Soto’s decision, Cashman has stated that this year, the team is indeed free to pursue other opportunities while also keeping an eye on outfielder Cody Bellinger. He reiterated that the team wouldn’t be significantly impacted by Bellinger’s eventual contract, marking a shift in their strategy.
Cashman expressed confidence in their current roster, indicating that Jasson Domínguez and Spencer Jones could potentially compete for the left field position in spring training. However, there’s a hint that this might be a negotiation tactic, reminiscent of past situations where the Yankees opted for different directions.
The Yankees have remained relatively passive in the marketplace, neither bidding on top-tier relievers like Devin Williams or Díaz nor pursuing trade opportunities for pitchers such as Dylan Cease or Sonny Gray. While Cashman insists that the team hasn’t “lost” out on any significant players, the lack of movement has left fans anxious as they watch other teams make progressive deals.
Delving deeper into the potential reasoning behind this inactivity, Cashman noted the complexities of managing a franchise with substantial financial commitments. “Everything adds up. Everything counts,” he explained. Despite the organization’s reputation for aggressiveness, he acknowledged that existing large contracts limit flexibility in pursuing new talent. While ownership has shown tremendous commitment to the franchise, it also ensures that the financial strategy is not an open-ended one.
With over three months until Opening Day, the Yankees’ current standing is difficult to assess. However, should the remainder of the offseason reflect this initial inactivity, the organization may face stern criticism from its dedicated fanbase. As Cashman continues to navigate these negotiations, time will tell whether the Yankees can bolster their roster effectively before the new season begins.
