The Boston Red Sox are in the early stages of preparing for the 2026 Major League Baseball season. Right now, the World Series is still underway with the Toronto Blue Jays one win away from taking the whole thing.
Craig Breslow is probably riding high right now. The Red Sox made the playoffs. Garrett Crochett looked excellent. The lineup needed Roman Anthony. Garrett Whitlock and Aroldis Chapman looked good – as did some of the other bullpen members.
How many of the MLB pitchers to get at least 10 strikeouts in one World Series appearance can you name in six minutes?
Craig Breslow is losing another member of his front office. Devin Pearson, the Red Sox director of amateur scouting since 2023, will be following Paul Toboni to the Washington Nationals.
Among the countless Hall of Famers who never experienced the joy of winning a World Series, there are several notable legends who stand out. Here's our list of the 25 greatest.
If it felt like the Boston Red Sox used a lot of starting pitchers this season, it's because they absolutely did. From ace Garrett Crochet to minor-league call-ups like Hunter Dobbins to opener Brennan Bernardino, the Red Sox ran the gauntlet of pitching available to them.
“Every team gets better if you can bring in a starter or develop a starting pitcher who can pitch at Garrett Crochet’s level. We will be as aggressive
On Monday, at the Boston Red Sox's season-ending press conference, chief baseball officer Craig Breslow announced that starting catcher Carlos Narváez would undergo meniscus surgery.
Welcome back to our 2025 Red Sox Postmortem. After talking about the thinks we loved and hated yesterday, today we’re taking a look at management. So the answer here is a three, but it’s because it’s a mixture of moves you could grade as fives and ones.
With free agency locked down until the end of the World Series, there’s just not a lot for Red Sox fans to do right now except watch other teams play baseball.
The Red Sox are in offseason mode after being bounced by the Yankees last week. Chief baseball officer Craig Breslow met with reporters on Monday to discuss the upcoming winter (links via Tim Healey of The Boston Globe and Jen McCaffrey of The Athletic).
America's favorite pastime has more memorable performances than any sport. As such, figuring out which pitchers had the best seasons ever is no easy task.
I was planning on making this post a review of Monday’s end-of-the-season press conference featuring the Red Sox brass. I even told the OTM slack that I was going to do so once I was done with my real-life job (please don’t call me a liar, guys).
For the Red Sox, the 2025 season ended on October 2, but the to-do list for 2026 is in full swing. With winter approaching, Craig Breslow is digging into every aspect.
The Red Sox returned to the playoffs for the first time since 2021 — only to see their hopes dashed. Now, in the aftermath, Boston’s Chief Baseball Officer, Craig Breslow, is working back and forth to fulfill that unfinished October run in 2026.
The Red Sox lost to the New York Yankees 4-0 in Game 3 of the Wild Card round on Thursday night. Craig Breslow now has to make some choices that could shape Boston’s future.
A wild, up-and-down season for the Boston Red Sox is officially in the rearview mirror, which leads into an offseason full of question marks. The future of Alex Bregman in a Red Sox uniform is at the top of the list of agenda items for Boston's front office to consider this winter.
Were the Boston Red Sox really ever looking for a general manager? As the regular season wound down, multiple reports surfaced that Red Sox chief baseball officer Craig Breslow was looking to hire a second-in-command.
When the Washington Nationals hired 35-year-old Paul Toboni as president of baseball operations, it was a big loss for the Boston Red Sox. Toboni comes to the Nationals after learning the last decade under a franchise that has had its ups and downs.
With the 2025 season nearing its conclusion, teams around the league are beginning to turn their attention towards staffing changes during the offseason.
The Boston Red Sox chose to have a relatively quiet time in the MLB trade deadline outside of two moves. Craig Breslow went over the logic behind not doing too much with the deals.
The Boston Red Sox have not shied away from utilizing their youth in 2025. The Red Sox brought up four of their top prospects this year with three of them 23 years old or younger.
For the Red Sox, this would mean adding a reliable frontline starter with a few remaining years of control at an affordable price.
One of the more important things for the Boston Red Sox in 2025 is whether they become buyers or sellers at the MLB trade deadline. With a little over a month until the deadline, chief baseball officer Craig Breslow revealed his team's direction at the trade deadline.
The Boston Red Sox, after trading away Rafael Devers, are still considered by some to be buyers at the MLB trade deadline. Despite trading away their best player offensively, the Red Sox are still in solid shape overall and fighting for a Wild Card spot.
The Red Sox have been one of the more disappointing teams in baseball this year. While they’re shielded from consideration for the most disappointing club
Rafael Devers is once again unhappy with the Boston Red Sox, and the All-Star slugger is not exactly trying to hide it.
Boston Red Sox executive Craig Breslow delivered an interesting quote on Tuesday about the team’s offseason plans. Breslow talked to reporters from the Winter Meetings in Dallas, Texas, and mentioned that the Red Sox would have to get “uncomfortable” to attract free agents.
While he didn’t go into too many specifics, he offered a few hints about where the Sox could turn in the winter.
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