The Cleveland Guardians have long been recognized for their strong player development and deep farm system, consistently producing top-tier talent capable of contributing at the major league level. Despite that strength, some believe the team should aim even higher this offseason — targeting young players with the potential to become cornerstone pieces for years to come.
Jeff Ellis of Locked On Guardians recently proposed a bold move: Cleveland should attempt to trade for Masyn Winn, the promising shortstop of the St. Louis Cardinals. Ellis argued that while the Guardians have solid options in the infield, Winn’s athleticism and all-around ability could elevate their roster. “Because they don’t have a lot of options, and [Gabriel Arias] is a plus defender, he is not Masyn Winn, though,” Ellis said. “Can you move one of your starters and maybe a prospect to get Masyn Winn? It’s a trade I would like to consider.”
Winn, just 23 years old, has impressed with his defensive skills, strong arm, and developing bat, making him one of the most promising young shortstops in baseball. However, St. Louis would likely be reluctant to move him, especially given his age and potential as a long-term fixture in their lineup.
From Cleveland’s perspective, such a trade might also create a positional logjam. The Guardians already have several young infielders competing for playing time, including Gabriel Arias, Brayan Rocchio, Daniel Schneemann, and Juan Brito. Additionally, Angel Martinez remains a depth option, and Travis Bazzana, the organization’s No. 1 overall draft pick, could make his major league debut before the 2026 All-Star break.
While Ellis’s proposal highlights Cleveland’s desire to keep building around youth, the team’s biggest need may lie elsewhere. The Guardians’ offense has often lacked consistent power and production from the outfield, an area that could be a higher priority for improvement this winter.
Ultimately, adding a player like Winn would fit the team’s identity of building around athletic, versatile talent — but given their current infield depth and St. Louis’s likely reluctance to trade him, the Guardians may need to look toward adding proven outfield bats instead if they hope to strengthen their postseason chances in 2026.
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