The New York Yankees have been aggressive in their roster overhaul despite missing out on Juan Soto. However, one significant question remains unanswered.
Even with the additions of former MVPs Cody Bellinger and Paul Goldschmidt, All-Star starter Max Fried, and two-time NL Reliever of the Year Devin Williams, the Yankees still appear to lack depth in the infield. This lingering issue could be a critical factor as they prepare for the upcoming season.
With Gleyber Torres now a Detroit Tiger and Anthony Rizzo unlikely to return, the Yankees may need to explore adding a new third baseman to facilitate an infield shuffle.
The top free-agent option is Alex Bregman, a two-time All-Star and winner of both Silver Slugger and Gold Glove Awards. However, Bregman is reportedly seeking a deal in the $200 million range, which might be a tough sell for the Yankees.
Adam Weinrib of FanSided has suggested the Yankees craft a “dream Alex Bregman contract” that balances a high average annual value (AAV) with a shorter-term guarantee. Weinrib highlighted Corbin Burnes’ recent deal with the Diamondbacks as a model. Burnes’ contract includes an opt-out after two years, with a $35 million AAV over a potential six-year term. Weinrib proposes a similar structure for Bregman, offering $25–28 million AAV with two guaranteed years and a player opt-out, potentially totaling $150 million over six years.
Such a deal would give Bregman an opportunity to perform under the bright lights of New York and potentially secure another lucrative contract in his prime at age 33. For the Yankees, this approach addresses their immediate infield concerns while avoiding a burdensome long-term commitment.
As Weinrib noted, Bregman could seize the chance to follow in the footsteps of his idol Derek Jeter, with the hot corner available for him in the Bronx. While Jeter’s No. 2 jersey isn’t an option, the allure of performing in the Yankees’ spotlight and testing free agency again might make this compromise appealing to Bregman. If executed, this move could be the key to solving the Yankees’ infield dilemma.