Desperate Yankees’ deal for Alcantara put forward as hurdles mount

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Analyst suggests the Yankees pursue a high-risk Alcantara trade deal as rotation issues mount and competition grows.

As the MLB season takes shape, the New York Yankees’ early performance has drawn both optimism and concern. The Bronx Bombers are off to a promising start, yet cracks in their pitching rotation have led analysts to speculate about aggressive trade moves before the July 31 deadline.

One bold proposal has emerged from ESPN’s David Schoenfeld, suggesting that New York pursue Miami Marlins ace Sandy Alcantara. However, the road to acquiring the 2022 NL Cy Young Award winner is anything but straightforward. He expects the Yankees to surrender two vital pieces from the department that they are desperate to improve.

Yankees’ rotation facing a crisis

The Yankees, long known for their formidable roster depth, are facing a critical juncture with their pitching. Ace Gerrit Cole remains sidelined, and Luis Gil is cautiously progressing from a lat strain. Meanwhile, veteran additions Carlos Carrasco and Marcus Stroman (on the injured list) have yet to solidify their roles, leaving the rotation with a combined 4.74 ERA—27th in MLB.

While Clarke Schmidt has recently returned to provide some stability, concerns linger. Yankees General Manager Brian Cashman, under pressure to deliver a World Series title for the first time since 2009, is exploring options. With Cole’s health uncertain and other starters inconsistent, a top-tier addition like Alcantara could provide the necessary firepower for a deep playoff run.

The Alcantara trade proposition for Yankees

Schoenfeld’s proposal outlines a package that could send Yankees starter Will Warren and pitching prospect Ben Hess to Miami in exchange for Alcantara. Warren, 25, has logged 38 1/3 innings in the majors and shown promise with 16 strikeouts in 15 2/3 innings this season. Yet, he’s allowed nine earned runs, raising questions about his immediate impact.

Hess, on the other hand, was a first-round pick in 2024 and has dazzled in High-A with 18 strikeouts and no earned runs over 9 2/3 innings. His rapid rise suggests he could be major league-ready by 2026.

Despite the talent, parting with both pitchers for a struggling Alcantara carries risks. After missing the 2024 season due to Tommy John surgery, Alcantara has yet to regain his form. In four starts, he has posted a 7.27 ERA, with 14 earned runs allowed over 17 1/3 innings.

Contract appeal and market competition

What makes Alcantara an attractive trade target isn’t just his past performance, but his contract. The right-hander is under team control through 2027, with a club option, and is owed just over $51 million. In a market where elite pitchers can command upwards of $30 million annually, Alcantara’s deal is a bargain—assuming he returns to form.

The Marlins, sitting at 10-12 and unlikely to contend, have been speculated as sellers since spring training. The organization is rumored to seek young, impact bats, and several teams—including the Cubs, Red Sox, and Mets—are reportedly monitoring Alcantara’s situation. Boston, for instance, has a wealth of position player prospects and is also in the hunt for rotation help after acquiring Garrett Crochet.

Trade hurdles and Yankees’ dilemma

Despite the urgency, the Yankees face multiple hurdles. Firstly, Alcantara’s current performance has not justified a blockbuster trade. If his struggles persist, the Yankees may hesitate to give up significant assets for a pitcher still searching for his pre-injury dominance.

Secondly, competition is fierce. The Cubs are reportedly willing to part with two top outfield prospects, a deal the Marlins could prefer given their outfield woes. Similarly, Boston’s deep farm system could offer a more enticing package. According to MLBTradeRumors, nearly half of fans polled believe Miami should “start listening to offers right away,” suggesting pressure on the Marlins to act early.

For the Yankees, the timing of such a deal is critical. While early talks can set the groundwork, they may prefer to wait closer to the deadline, hoping Alcantara shows improvement. This would also allow Cashman to reassess the rotation’s health, particularly regarding Cole and Gil.

Strategic reflections for Yankees: High stakes, uncertain path

Historically, the Yankees have not shied away from high-profile trades, especially when chasing a title. Yet this season presents a unique challenge. Top prospect George Lombard Jr. is likely off-limits, and Spencer Jones’ declining stock makes him a less valuable trade chip. That leaves players like Warren and Hess as the focal points of any potential deal. However, the Yankees refused many trade offers for Warren in the winter.

Given Alcantara’s upside and contract, a calculated risk could pay dividends. But with the Yankees already stretched in their pitching depth and with internal prospects progressing, Cashman must weigh immediate needs against long-term sustainability.

The Yankees’ pursuit of Sandy Alcantara highlights both the ambition and desperation within the organization. A trade for Alcantara could stabilize the rotation and bolster postseason hopes, but his current form and rising competition complicate matters. As July 31 approaches, the Yankees must navigate a tightrope between aggressive pursuit and prudent patience. The decision may ultimately hinge on Alcantara’s trajectory and the evolving needs of a team determined to end its championship drought.

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