Yankees $218 Million Ace Reveals How Close He Came to Signing With Red Sox

With New York Yankees ace and 2023 Cy Young Award winner Gerrit Cole sidelined for the entire 2025 season after undergoing Tommy John surgery last week, the No. 1 starter role as the team attempts to repeat as American League champions falls to their offseason’s most expensive acquisition. That would be former Atlanta Braves left-hander Max Fried, the pitcher with the lowest ERA in MLB since the start of 2020, at 2.81.

It was not too surprising, then, that the Yankees reeled in Fried with the offer of an eight-year, $218 million contract, the fourth-largest contract ever for a pitcher, and the largest for a lefty.

Even with those credentials, the Yankees had Fried penciled in as the No. 2 starter behind Cole. Now, however, the responsibility of anchoring the rotation falls to the 30-year old native of Encino, California, who got his first taste of the Yankees’ biggest rivalry on Tuesday when he faced the Boston Red Sox in a spring training game in Tampa, Florida.

But he could easily have been on the other side of that rivalry, as Fried revealed on Tuesday in an interview with Chris Cotillo of MassLive.

“They were interested and I met with the coaching staff and front office,” Fried told Cotillo. “Really nice, great people and I definitely considered them.”

But in the end, it was a “gut feeling” that took Fried to the Yankees, he said in the interview.

As the MassLive reporter notes, however, there was another factor that clearly made the Yankees the more attractive option for Fried. The Red Sox offered him, according to a New York Post report, seven years at $190 million in a deal that fell well short of the Yankees’ offer and included a portion of Fried’s salary on a deferred basis. The lefty’s contract with the Yankees does not include any deferred payouts.

The Yankees beat out the Red Sox to reach their deal with Fried on Dec. 10. But the Red Sox countered one day later by pulling off a blockbuster trade for another lefty ace, Garrett Crochet, sending four prospects including 2023 first-round draft pick, 14th overall, Kyle Teel — the Boston organization’s No. 4 prospect, who was seen as the Red Sox catcher of the future.

In Tuesday’s episode of the Red Sox-Yankees rivalry, Fried shut Boston out over 4 1/3 innings, allowing only two hits while striking out three and issuing no walks. The spring training game at George M. Steinbrenner Field ended in a 4-4 tie.

 

Related Posts

🚨 MLB INSIDE RESET: The White Sox’s newly assembled coaching staff is raising quiet but serious questions across the league, as subtle hires, shifted responsibilities, and a clear change in philosophy hint at a deeper organizational reset. What looks like routine restructuring on the surface may actually signal a long term plan that hasn’t been fully explained yet — and insiders believe the real impact will only become clear once the season pressure hits.

The Chicago White Sox have finalized their coaching staff for the 2026 season following sweeping changes made at the end of September.

🚨 MLB INSIDE TRADE RUMBLINGS: The Braves are suddenly being linked to a bold trade for a $6 million NL rival left hander, a move insiders say could quietly solve multiple problems at once and even position him as a long term heir to Chris Sale. What looks like a low risk deal on paper may actually hide a far bigger plan, with Atlanta reportedly intrigued by a dynamic arsenal that hasn’t fully been unlocked yet — and the timing of this rumor is raising serious eyebrows across the league.

The Braves could go after a young star.

🚨 MLB INSIDE STORM BREWING: As hopes of an Alex Bregman return quietly fade, a new projection suggests the Red Sox may be preparing a jaw dropping $186 million swing for Bo Bichette, a move insiders believe could redefine Boston’s future in one bold stroke. What once seemed unrealistic is now gaining traction behind the scenes, and if this prediction turns real, the ripple effect could shock the AL East and completely change how this offseason is remembered.

A former MLB executive now believes that the Boston Red Sox will land coveted free agent infielder Bo Bichette from Toronto.

🚨 MLB INSIDE WHISPERS: Something big is quietly brewing behind closed doors in New York, as new projections hint the Yankees may be lining up an elite shortstop signing that goes far beyond a normal free-agency move. What started as a low-key prediction is now being viewed as a potential power shift, with insiders suggesting this decision could redefine the Yankees’ identity and force the entire American League to adjust sooner than expected.

The New York Yankees haven’t done much during the offseason, but MLB rumors continue to swirl. New York has been […]

Cubs Predicted To Land Marquee Free Agent Starting Pitcher On Six-Year Contract

The Cubs are in the market for a top-of-the-rotation starting pitcher, and David Schoenfield of ESPN predicted them to land Framber Valdez, previously of the Houston Astros.

🚨 INSIDE NFL REVELATION: The Packers reportedly had a stunning opportunity to sign an all time great for just $5 million, yet chose to walk away without even making a free agent offer — a quiet decision that is now raising serious questions inside the fanbase and league circles alike. What seemed insignificant at the time is suddenly being revisited as a potential turning point, with insiders suggesting this missed move could have changed far more than anyone realized.

Green Bay missed an opportunity.