Inside The Red Sox

3 Ideal Starting Pitchers Red Sox Should Target In Jarren Duran Trades

Never too early to start brainstorming...
Sep 20, 2025; Minneapolis, Minnesota, USA; Minnesota Twins starting pitcher Joe Ryan (41) reacts to Cleveland Guardians catcher Bo Naylor’s (23) solo home run during the second inning of game one of a double header at Target Field. Mandatory Credit: Matt Krohn-Imagn Images
Sep 20, 2025; Minneapolis, Minnesota, USA; Minnesota Twins starting pitcher Joe Ryan (41) reacts to Cleveland Guardians catcher Bo Naylor’s (23) solo home run during the second inning of game one of a double header at Target Field. Mandatory Credit: Matt Krohn-Imagn Images | Matt Krohn-Imagn Images

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If the Boston Red Sox trade an outfielder this winter, our make-believe betting odds are heavily skewed in favor of it being Jarren Duran.

Duran is both the oldest Red Sox outfielder (only 29, but still) and the closest to free agency. He didn't match his incredible standard from 2024 this year, but he put up 4.6 wins above replacement, the third-most of any player on the team.

Meanwhile, the Red Sox are trying to compete for a World Series next year. If they trade Duran, it should be for a player who makes their roster more championship viable. And the most obvious need they have right now is a No. 2 starter.

Boston may well have to package other assets to land a pitcher of that caliber, but without getting too far into the weeds, let's examine a few arms chief baseball officer Craig Breslow could set his sights on landing.

Joe Ryan - Minnesota Twins

Ryan was the Red Sox's white whale at the trade deadline, and it only makes sense that they'd take another stab at landing him this winter. He's a prime example of a guy who wouldn't be worth Duran alone, but the Sox have plenty of young pitching talent to throw into a potential trade.

With 4.5 WAR, 194 strikeouts, and an All-Star appearance under his belt this year, Ryan would likely be the best pitcher to change teams this offseason if he got traded with two years remaining on his contract. If there's one holdup, it's that Ryan is 29, so a five or six-year extension might not be all that appealing to Boston's age-conscious pitching brain trust.

Nick Lodolo - Cincinnati Reds

Nick Lodolo
Sep 8, 2025; San Diego, California, USA; Cincinnati Reds starting pitcher Nick Lodolo (40) delivers during the first inning against the San Diego Padres at Petco Park. Mandatory Credit: Denis Poroy-Imagn Images | Denis Poroy-Imagn Images

The left-handed Lodolo has two more years under contract as well, and after some injury-plagued seasons early in his career, he proved he could stay on the mound with 156 2/3 innings pitched this year. And in those innings, he put up a 3.33 ERA and 4.9 WAR.

Because Lodolo's track record is a little shorter than Ryan's, the value proposition of trading him for Duran straight-up is a little closer to even. It would be fascinating to see whether one top baseball exec would force the other to include more players in the deal.

Kris Bubic - Kansas City Royals

If Bubic had finished out the season on the same pace he was on through 20 starts, Red Sox fans might be foaming at the mouth already in hopes of landing him from the pitching-flush Royals. But he suffered a strained rotator cuff that limited him to 116 1/3 innings -- still his most since 2022.

Bubic is only under contract for one more season, so the Royals may be amenable to moving him for three years of Duran, especially because their outfield finished dead-last in WAR among the 30 clubs this year. But the Red Sox would be under a lot of pressure to extend Bubic (another pitcher in his late twenties) if that came to pass.

More MLB: Red Sox 'Will Almost Certainly' Cut Ties With $13.5M Veteran, Per Insider


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Jackson Roberts
JACKSON ROBERTS

Jackson Roberts is a former Division III All-Region DH who now writes and talks about sports for a living. A Bay Area native and a graduate of Swarthmore College and the Newhouse School at Syracuse University, Jackson makes his home in North Jersey. He grew up rooting for the Red Sox, Patriots, and Warriors, and he recently added the Devils to his sports fandom mosaic. For all business/marketing inquiries regarding Boston Red Sox On SI, please reach out to Scott Neville: scott@wtfsports.org