Trevor Story Stays with Red Sox: What's Next for Boston in 2026? | MLB Offseason Analysis (2025)

Trevor Story's decision about his future with the Boston Red Sox is in! And it's a big one that could shape the team's strategy for years to come. Get ready, because this is about to get interesting.

As the Red Sox officially launched their offseason this past Tuesday, a crucial piece of the puzzle fell into place. According to baseball insider Jeff Passan, shortstop Trevor Story has decided not to exercise the opt-out clause in his current contract. This means he's committed to playing in Boston through at least the 2027 season. But here's where it gets controversial... some fans are thrilled, while others are questioning whether this is the best move for the team's long-term success. What do you think?

Financially, Story's decision means he's set to earn $25 million in both 2026 and 2027, after which he'll become a free agent. Now, let's break down that opt-out clause a little further, because it's more complex than it seems. If Story had chosen to opt out, the Red Sox would have had the option to bring him back by adding another year to his contract at $25 million for the 2028 season. It was a high-stakes game of contractual chess!

Looking back to the start of 2025, most observers considered it a near certainty that Story would remain with the Red Sox. His first three seasons in Boston were a mixed bag. While showing flashes of brilliance, he batted .232 and spent considerable time on the injured list. However, 2025 painted a different picture. Finally healthy, Story seemed rejuvenated, posting a solid .741 OPS (On-Base Plus Slugging) along with 25 home runs and an impressive 31 stolen bases.

And this is the part most people miss... His presence in the lineup and on the field was undeniable. Story appeared in almost every game for the Red Sox in 2025, providing stability and leadership in the middle of the infield. It's true that his performance dipped slightly towards the end of the season, with a noticeable increase in errors. This could very well be attributed to fatigue after enduring a demanding, full season, but it's still something the Red Sox will need to monitor. Could his defensive struggles be a sign of things to come, or just a temporary setback?

Meanwhile, elsewhere in the league, Alex Bregman opted out of his contract on Monday, highlighting the contrasting decisions players are making as they evaluate their futures. For the Red Sox, Story's right-handed power is a valuable asset they'll be counting on in 2026. That said, the team is expected to explore options for adding even more right-handed hitting to the lineup this offseason, whether that means trying to sign Bregman or pursuing other available bats.

Beyond bolstering the offense, Red Sox General Manager Craig Breslow has also stressed the importance of strengthening the pitching rotation. This could involve pursuing trades with other teams or signing free-agent pitchers. The free agency period officially begins on Thursday, November 6th, so expect some movement soon!

So, what are your thoughts on Story's decision? Is it a win for the Red Sox, or do you think they missed an opportunity to reshape the team? Let us know in the comments below!

About the Author

Jake Roy
Editorial Writer
Writing about baseball. Pitching nerd, one-time marathon completer and dog dad. Bryant University alumni.

Featured image via David Butler II/Imagn Images

Trevor Story Stays with Red Sox: What's Next for Boston in 2026? | MLB Offseason Analysis (2025)
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