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January 24, 2021 Sunday, the Pirates traded starter Jameson Taillon to the Yankees for a package of four prospects. Dan Szymborksi will provide in-depth analysis of the deal as it pertains to the Yankees soon, though I’ll note to start that with the return of Luis Severino and Domingo Germán and the additions of Corey Kluber and now Taillon, the Yankees rotation will be reliant on several high-risk, high-reward starters this season. Of course, nobody likes trading away good big leaguers, especially those who the club and city care about for reasons beyond their on-field performance. Taillon has persevered through a lot, including testicular cancer and an August 2019 Tommy John, the second such surgery of his career. When he next steps on a big league mound, it will have been nearly two years since he last did so. That layoff (he has been throwing live BP to hitters since late last summer and has been throwing bullpens during the offseason) creates volatility that mirrors the added volatility of this particular prospect package. Taillon could be an anchor of the Yankees rotation next year or might be a shell of himself. Regardless of which he would have been in Pittsburgh, the Pirates are not ready to compete and so I think they did well to trade him for four good prospects today, acquiring upside but also mitigating risk by getting several players in return.