Red Sox Trade Gamble Gone Wrong Is Back On The Market

As the Boston Red Sox made a run back to the playoffs in 2025, they needed more pitching as injuries popped up.

Because of this, the Red Sox certainly paid a premium to go out and acquire Dustin May from the Los Angeles Dodgers as a rental down the stretch. Boston traded outfielders James Tibbs III (Boston's then-No. 5 prospect) and Zach Ehrhard (Boston's then-No. 27 prospect)

Unfortunately, the deal didn't work out. May appeared in just six games for the Red Sox and had a 5.40 ERA before his season was cut short due to injury.

After the season, he left the organization in free agency and signed a deal with the St. Louis Cardinals. So far this season, he has looked better. May has a 4.81 ERA so far this season in nine starts. He had two bad starts to begin the season, but has a 2.83 ERA over his last seven starts and has pitched six innings in six of the seven starts. The only start he didn't reach six innings over his last seven outings was on April 21 when he pitched 5 1/3 innings against the Miami Marlins.

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Now, teams around the league already are viewing him as a trade candidate again, per USA Today's Bob Nightengale.

"While the St. Louis Cardinals’ surprising success may thwart plans for selling at the trade deadline, teams still are keeping a close eye on closer Riley O’Brien and pitchers JoJo Romero and Dustin May," Nightengale wrote.

Things certainly didn't work out for Boston. It looks like things are going much better for St. Louis.

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