ESPN’s Michael Kay criticizes Yankees’ Brian Cashman for what he considers one of Cashman’s worst trades.

Some skeptics and observers might argue that Josh Donaldson effectively retired two years ago when the Yankees traded for him in a perplexing deal with the Minnesota Twins. Donaldson, who struggled during his two seasons in New York as a third baseman and was considered a $50 million disappointment, officially announced his retirement on Monday. ESPN radio host Michael Kay, who also serves as the Yankees’ play-by-play announcer on YES Network, used this occasion to criticize general manager Brian Cashman for what he views as one of Cashman’s worst trades

In March 2022, the Yankees made a trade that sent infielder Gio Urshela and catcher Gary Sanchez to acquire Josh Donaldson, shortstop Isiah Kiner-Falefa, and catcher Ben Rortvedt. However, after witnessing Donaldson struggle at the plate for two seasons and enduring fan dissatisfaction, the Yankees released him before the end of the last season. Subsequently, he was signed by the Brewers, who were eliminated from the playoffs shortly after. Donaldson’s tenure with the Yankees is now regarded as one of the team’s all-time worst deals.\

Yes, the Yankees traded for Josh Donaldson with the expectation that he could still hit, not just for his defensive abilities. Despite being a better defensive third baseman than Gio Urshela, the Yankees believed Donaldson could provide valuable offense. However, his performance in New York did not meet expectations, leading to disappointment for the team and fans alike.

Michael Kay highlighted that the trade ultimately backfired for the Yankees. Despite Donaldson’s reputation for bringing a competitive edge, his on-field performance did not justify the $50 million contract the Yankees assumed in the trade. The decision to trade away Gio Urshela and Gary Sanchez, who could have provided more value for the team, compounded the mistake in acquiring Donaldson.