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By Michael DeRosa
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After going on a 15-game winning streak and winning 17 out of their last 19 games, the Boston Red Sox put themselves right back in the playoff race.
With this, the Red Sox are now very likely to be buyers at the 2026 MLB Trade Deadline. They have already made one notable move when they acquired Curtis Mead from the Washington Nationals in exchange for Connelly Early. However, they should not be done yet.
The Red Sox have multiple roster needs that they should be looking to address. Because of this, they are now being predicted to trade one of their recent first-round picks to bring in immediate help.
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In a recent article for FanSided, Zachary Rotman predicted that the Red Sox will trade prospect pitcher Kyson Witherspoon by the deadline.
"Kyson Witherspoon should only be moved for a really good hitter, but with a stout rotation as well as fellow pitching prospect Anthony Eyanson in the farm system, Witherspoon, a top 100 prospect in his own right, is expendable for a Red Sox team that should be aggressive," Rotman wrote.
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When noting that Witherspoon was the Red Sox's 2025 first-round pick, he undoubtedly has the potential to be a very good trade chip for them. Sellers would love to add a pitcher with great upside like Witherspoon to their prospect pool. Because of this, he could be exactly the prospect the Red Sox include in a trade package to land a star.
Yet, trading Witherspoon would also come with a lot of risk for the Red Sox. He has the tools to become a very good MLB pitcher later down the road, so the Red Sox could regret moving him later down the road if he hits his full potential. Yet, if trading him helps the Red Sox land a star talent, it is certainly possible he gets dealt.
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