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Top South Side Sox stories of 2025

We skipped doing one of these last year, but they are fun and give a little shine to a number of our writers here. It is a nice pick-me-up in the dead of winter and as one dreary year turns over to another. For this year’s version we will switch up the format a bit, […]

As time runs out, what do the Red Sox do?

The Red Sox made it through Fenway Fest before the Alex Bregman news broke. After months of negotiations and all the work that went into acquiring him last year, the saga is over. Only a few people will ever know how whether the Red Sox were genuinely serious or if this was a pursuit designed […]

Yankees Birthday of the Day: Iván Nova

Iván Nova always wanted to be a Yankee. Growing up in the Dominican Republic outside of San Cristóbal, his father, Manuel, passed on a passion for the Bronx Bombers. As the younger Nova developed into an intriguing pitching prospect, a Red Sox scout came calling, offering the right-hander a contract. He turned the Yankees’ rivals down […]

How many innings will Joe Jimenez pitch in 2026?

Ah, Joe Jimenez. The Braves have gone on a bit of a bullpen construction-slash-reconstruction spree so far this offseason, re-adding Raisel Iglesias and Tyler Kinley while committing big bucks to Robert Suarez. They also brought in Joel Payamps late last season and re-signed him for something notably above league minimum, and Ian Hamilton is hanging […]

Where do the Red Sox go from here?

And how was your weekend? Yeesh. I’m still a bit shocked that Alex Bregman ain’t coming back to the Red Sox. I guess I just had too much confidence that something would’ve been figured out. Luckily, the gang here at OTM will be here to take you through the fallout of the third baseman signing […]

Tigers in the Majors: Alex Bregman Gets PAID

Former LSU great Alex Bregman is now a very, very rich man. The former Tiger is trading in his Red Sox for Cubbie Blue as Bregman signed a five-year $175 million deal with the Chicago Cubs Saturday night. A three-time All-Star, Bregman opted out of a $40 million player option with Boston to hit free […]

Alex Bregman signs free agent deal with Cubs; Red Sox left scrambling

The Chicago Cubs signed former Red Sox third baseman Alex Bregman to a bad contract tonight: five years, $175 million with no opt-outs. The Great Bregman Saga, which has consumed two consecutive offseasons for the Red Sox, is now over. The final line reads: 114 G, 18 HR, .273/.360./462, 3.5 bWAR, $40 million, 1 postseason […]

OTM Open Thread 1/10: Happy Fenway Fest!

Hello one and all, and happy Saturday. To those who will be in attendance: happy Fenway Fest to you and yours! I won’t be able to make it this year, sadly, as I missed the boat on ticket inventory. I gambled that the event wouldn’t sell out, and I lost. If it’s your first time, […]

Which teams could trade for Kris Bubic?

The Royals have been actively seeking to trade their starting pitching depth for a bat that can help their lineup, but have so far been unable to land a starting-caliber impact player. The Red Sox have been interested in Cole Ragans, but the Royals have been unwilling to trade away such a high-upside arm. Instead, […]

What do you think of the Bo Bichette rumors?

It seems that Dave Dombrowski and the Phillies may have another big move up their sleeves after all, as Matt Gelb of the Athletic reported yesterday that the team will have a meeting with free agent infielder Bo Bichette. In short, the report mentions that Bichette has become more of a possibility, but for a […]

Thursday Morning Links

Morning, all! Kennedi Landry did an Ask Me Anything on Reddit and fielded questions about who will be playing second base in 2026, which minor leaguers might be joining the big club, and overall roster projections. Jonathan Mayo has baseball execs’ picks for the prospects with the best tools. Texas has two minor leaguers right […]

OTM Open Thread 1/8: Fenway Fest is Saturday

The Red Sox are set to host another edition of Fenway Fest this weekend, which looks to be heavily focused on players, autograph sessions, and stories of the 1986 team. It doesn’t appear there will be any sessions with ownership or the front office, which is unfortunate because those have provided some of the most […]

Interest among other teams for Freddy Peralta reportedly growing

Even as the Milwaukee Brewers have downplayed potentially trading ace Freddy Peralta, there’s reportedly growing interest among several contenders across the league. According to recent reporting from Ken Rosenthal and Will Sammon of The Athletic, the Dodgers and Braves have joined a group of teams — including the Yankees, Mets, and Red Sox — interested […]

Red Sox News & Links: Sox reach arbitration agreement with Kutter Crawford

It’s the most exciting time of the offseason: free-agency arbitration agreement time! Tomorrow is the deadline for clubs and players eligible for arbitration to agree to new contract terms or duke it out in front of an arbitration panel. The Sox have five eligible players: Triston Casas, Kutter Crawford, Tanner Houck, Romy Gonzalez, and Johan […]

Chicago Cubs Reportedly “Talking” to Free Agent Bo Bichette

For the second time in a week , the Chicago Cubs are being connected to 27-year-old free agent infielder Bo Bichette, this time by Ken Rosenthal and Will Sammon at The Athletic . “The Boston Red Sox and Chicago Cubs are among the teams talking to both [Bo Bichette and Alex Bregman], according to people briefed on the conversations. The Blue Jays have been in touch with both, too, but now appear more focused on Tucker. The Cubs’ interest in Bichette, first reported by Jon Heyman, st...

Red Sox sign former Yankees first-round pick TJ Sikkema to minor league contract

The Red Sox have signed free-agent left-hander TJ Sikkema to a minor league contract, the club announced on Tuesday. The deal includes an invitation to major league spring training. Sikkema, 27, has never pitched in the majors. The Iowa native was originally selected by the Yankees with the 38th overall pick in the 2019 draft … Continue reading "Red Sox sign former Yankees first-round pick TJ Sikkema to minor league contract"

Cubs Attendance, Playoff Revenues, and Payroll Projections

While perusing some Baseball-Reference leaderboards this morning (as one does), I noticed a funny dichotomy in the Cubs’ per-game attendance figures from 2025. In the span of about five weeks early in the season, the Cubs played one game in front of 53,933 fans at Dodger Stadium and another game in front of just 7,482 fans at loanDepot Park, where the Marlins play. The former was one of only three Cubs games played in front of 50K+ fans this season (all against the Dodgers in LA). The lat...

Another Nico Hoerner Trade Mention That I’m Mostly Ignoring

This is not a new topic (this, or even last, offseason), but Nico Hoerner is sufficiently important to the organization that it’s hard not to at least mention it when there’s a fresh trade rumor mention out there (this is now the third one in the last couple weeks ). But I’ll reiterate that the Cubs actually trading Nico Hoerner is extraordinarily unlikely. The latest comes from Jim Bowden, who said on MLBN Radio that he’s heard the New York Yankees could be in on Hoerner: “I’m being told...

If the Latest Alex Bregman Rumor Is Correct, You Can Kiss Him Goodbye

After the Cubs whiffed on Dylan Cease and Tatsuya Imai, the Cubs’ path for a “big” offseason has narrowed dramatically. And based on the latest Alex Bregman rumor, that gate is about to shut a little further. Check out what Buster Olney and Jesse Rogers had to say about the biggest free agent still connected to the Chicago Cubs this offseason. Alex Bregman Rumors Starting with Olney, who has the key update : The Boston Red Sox want Bregman and have signaled a willingness ...