How Red Sox Free Agent Feels About Receiving World Series Ring

The Boston Red Sox fell short of a championship, but one player who completed the 2025 season with the organization will get a World Series ring.

Boston acquired Dustin May from the Los Angeles Dodgers in a midseason trade, so the starting pitcher will receive a ring after the Dodgers won their second straight championship. That situation evoked mixed emotions in the 28-year-old.

Speaking at Thursday’s MLB Awards red-carpet event, per MassLive’s Christopher Smith, May called it “fun to watch” his old team win it all. Yet he still wishes he could have participated in a Red Sox title run instead.

“I was more sad that they (Red Sox) lost than I was more happy that they (Dodgers) won,” May said.

May didn’t make a major impact in Boston, posting a 5.40 ERA in 28 1/3 innings. The right-hander moved to the bullpen before an elbow injury ended his season in early September, but May said he could have returned had the Red Sox advanced to the American League Division Series.

“It was definitely a huge letdown,” May said. “But the guys were great to be around. I was super happy to be able to join that group. I didn’t really contribute the way that I felt like I could have, but it was a very, very fun group.”

Although May wasn’t with the Dodgers in October, he tallied a 4.85 ERA in 104 innings before the trade. He notched a career 3.71 ERA with the Dodgers since arriving in 2019, but injuries severely limited his workload and held him out of last year’s World Series run.

Bittersweet feelings aside, May remains grateful to receive a World Series ring as he enters free agency.

“Those are things that you can never take away from somebody,” he said. “I wasn’t in the playoffs with them, but I played with them for four and a half months or however long it was. So I definitely helped and contributed for them to get there.”