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Insider provides update on Yankees' starting pitching pursuits
Chicago White Sox starting pitcher Dylan Cease (84) Bob DeChiara-USA TODAY Sports

The Yankees are well-established as seeking an arm to pair with ace Gerrit Cole at the front of their rotation. For much of the offseason, the club had their sights set on NPB star Yoshinobu Yamamoto, though they’ve had to shift gears in the aftermath of the right-hander’s decision to sign with the Dodgers last month. The club has seemingly stepped those pursuits up recently as recent reports have connected the club to both right-hander Dylan Cease via trade and southpaw Blake Snell in free agency. Jon Heyman of the New York Post provided an update on the club’s pitching pursuits recently, noting that “there’s a belief” within the organization that the club will be successful in adding a front-of-the-rotation arm before the season begins. Heyman adds that club chairman Hal Steinbrenner is “on board” with the idea of making a significant addition to the rotation, suggesting a willingness on the side of ownership to spend on rotation improvements.

Of course, commitment to adding a front-of-the-rotation starter and doing so are two different things, and Heyman reports that the club has continued to engage with Snell in free agency, though there’s a notable gap between the sides in negotiations. The same goes for left-hander Jordan Montgomery, though Heyman notes that the Yankees believe they have a better shot of signing Snell among the two southpaws. Montgomery, of course, was drafted by the Yankees in the fourth round of the 2014 draft and spent six and a half seasons in the Bronx before being shipped to St. Louis at the 2022 trade deadline.

Heyman suggests that Montgomery may prefer to return to the Rangers this offseason after winning the World Series with the club last year. Even if that’s the case, however, it’s worth noting that Texas’s front office has indicated the club doesn’t have much room in the budget for significant additions. That could pose a major roadblock to a Montgomery reunion in Arlington, as Joel Sherman of the New York Post recently reported that the left-hander is seeking a contract that would surpass the $172M Aaron Nola re-signed in Philadelphia for back in November. That ask still positions him as cheaper than Snell, who Sherman notes is believed to be seeking more than $200M this winter.

As for Cease, Heyman notes that the White Sox and Yankees face a “serious gap” in negotiations, with Yankees brass uncertain whether or not Chicago truly plans to move Cease before the beginning of the season and Heyman noting they’d face an uphill battle in outbidding other potential suitors like the Reds and Orioles for the righty’s services. With that being said, Cease isn’t the only player the Yankees are looking into on the trade market. Heyman reports that the club has discussed a trade with the Marlins as the club fields interest on lefties Jesus Luzardo, Trevor Rogers, and Braxton Garrett as well as right-hander Edward Cabrera, though he adds that those sides don’t appear to be close on a deal, either.

Even so, the Marlins could prove to be a cleaner fit as a trade partner for the Yankees than the White Sox. Miami has a clear need for a starting shortstop as things stand; the club currently has utilityman Jon Berti penciled into the everyday shortstop role with the likes of Vidal Brujan and Xavier Edwards as potential depth options. New York, meanwhile, has plenty of depth in the middle infield, where 2023’s double-play duo of Anthony Volpe and Gleyber Torres figure to block youngster Oswald Peraza from regular playing time in the majors. While the Yankees were recently granted additional flexibility in how they handle Peraza via a fourth option year on the slick-fielding infielder, the 23-year-old could make plenty of sense as the centerpiece of a package that lands the Yankees a quality rotation piece.

However the Yankees end up addressing their rotation woes, it’s clear that the club needs to make an addition. Each Michael King, Jhony Brito, Randy Vasquez, Luis Severino, and Domingo German have parted ways with the club this offseason by way of either trade or free agency, severely hampering the club’s rotation depth. While Cole provides the club with a reliable, innings-eating ace at the front-of-the-rotation, both Carlos Rodon and Nestor Cortes are coming off the 2023 season hampered by injuries and ineffectiveness. Clarke Schmidt’s first season as a regular member of the starting rotation saw him perform on the level of a back-end starter, but without an external addition, the club’s final rotation spot would go to an unproven arm such as Clayton Beeter or Luis Gil.

This article first appeared on MLB Trade Rumors and was syndicated with permission.

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