Yankees’ pursuit of generational pitcher turned out to be a complete sham

MLB: Washington Nationals at New York Yankees
Credit: Vincent Carchietta-USA TODAY Sports

Aug 23, 2023; Bronx, New York, USA; New York Yankees general manager Brian Cashman talks with the media before the game between the Yankees and the Washington Nationals at Yankee Stadium. Mandatory Credit: Vincent Carchietta-USA TODAY Sports

Roki Sasaki’s free agency was a whirlwind of speculation, hope, and for some teams, inevitable disappointment. For the Yankees, it turned out to be an exercise in futility. Despite their best efforts, Sasaki’s heart seemed set on the West Coast from the start. East Coast teams, including the Yankees, were merely along for the ride, serving as window dressing in what ultimately became a two-horse race between the Dodgers and Padres.

No Real Shot From the Start

It’s like being invited to a dance only to find out the host already has their partner picked out. The Yankees, along with other East Coast hopefuls, were left twirling in the corner as Sasaki’s interest gravitated toward the glamour and weather of Los Angeles and San Diego. Many reports have suggested geography played a significant role in Sasaki’s decision-making process, and the allure of Southern California was simply too strong for New York to compete with — not to mention it’s significantly closer to Japan.

Credit: Sam Navarro-USA TODAY Sports

A Fruitless Effort

The Yankees poured time and resources into their pitch, crafting proposals and selling the prestige of playing in pinstripes. But Sasaki’s process, in hindsight, feels like a carefully choreographed performance with a predetermined outcome. The Yankees’ brass undoubtedly feels misled, having spent weeks navigating what now seems like a mirage.

What Could Have Been

Sasaki would have been a transformative addition to the Yankees’ rotation, slotting in alongside Gerrit Cole and Max Fried to form one of the most intimidating trios in baseball. His 102-mph fastball and devastating splitter were tailor-made for the big stage of Yankee Stadium. Instead, the Yankees are left to wonder what might have been, forced to pivot back to a rotation that’s strong but still missing that generational talent.

Time Wasted, Lessons Learned

In the end, the Yankees and other East Coast teams were essentially playing a supporting role in Sasaki’s West Coast courting process. For New York, it was a frustrating reminder that geography, market size, and lifestyle preferences can outweigh even the most compelling baseball arguments. Now, they must shift focus and ensure the time lost chasing Sasaki doesn’t derail their broader offseason plans.

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