The Yankees entered the Roki Sasaki sweepstakes with cautious optimism, even as underdogs. But their hopes were dashed when the Japanese phenom chose to look elsewhere, prompting some to question the role of his agent in the process.

Geography shifts the balance

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Optimism within the organization peaked after January 7. MLB.com’s Bryan Hoch, speaking on SNY’s Baseball Night in New York, described the Yankees’ belief in their chances: “They think they do.”

That confidence quickly unraveled. Roki Sasaki reportedly favored West Coast teams, including the Dodgers and Padres, a preference that left the Yankees at a clear disadvantage. For Japanese players, proximity to home often weighs heavily in their decision-making, and the Yankees couldn’t compete with the geographic allure of California.

Roki Sasaki’s personality may have influenced his decision

However, geography wasn’t the only consideration. ESPN’s Buster Olney offered a deeper perspective on January 14, suggesting Sasaki’s reserved nature played a role:

“In Roki Sasaki’s past meetings with teams, he has come across as a very quiet, very serious person. This is being interpreted by some teams as a sign that he might prefer to be in a place where he isn’t the center of attention—either in a smaller market or among more established stars.”

Olney’s comments sparked debate among fans. When one questioned why Roki Sasaki would consider the high-profile Dodgers, claiming it was “all about $$,” Olney dismissed the idea, noting Sasaki could have waited for free agency if money were his main priority.

Michael Kay criticizes Roki Sasaki’s signing process

Yankees broadcaster Michael Kay weighed in on the situation, criticizing Roki Sasaki’s agent, Joel Wolfe, during his ESPN New York midday show. Comparing the drawn-out process to The Bachelor, Kay remarked:

“People are being handed roses… Why couldn’t you just come out and say it? This looks so contrived.”

Kay’s frustration reflects a sentiment shared by many who found the process unnecessarily prolonged, given that Sasaki’s posting window closes on January 23.

On January 15, Jack Curry of the YES Network confirmed that Roki Sasaki would not be signing with the Yankees. Similarly, NJ Advance Media reported the Mets were also out of contention. The Dodgers, Padres, and Blue Jays are now the finalists, with Roki Sasaki expected to announce his decision soon.

Roki Sasaki’s on-field abilities are nothing short of remarkable. The 23-year-old right-hander features a 100-mph fastball and a devastating splitter. Over four seasons with the Chiba Lotte Marines, he compiled a 2.02 ERA with 524 strikeouts in 414.2 innings. His meticulous approach to the signing process—limiting teams to identical meeting times and avoiding extravagant pitches—demonstrates his commitment to finding the right fit.

For the Yankees, Roki Sasaki’s decision is another reminder of the hurdles they face in recruiting international talent. Whether it’s the comfort of the West Coast or a preference for smaller markets, Sasaki’s priorities didn’t align with the Bronx’s bright lights and intense scrutiny. While New York offers unmatched prestige, it’s not the ideal environment for every player—especially one like Sasaki, whose understated demeanor suggests he thrives in quieter surroundings.