• Loading stock data...
Sunday, December 7, 2025

Red Sox Return to Big Spending With $120M Alex Bregman Deal

The Red Sox for years were an economic force in MLB. A deal with Alex Bregman partly revives that spirit.

Troy Taormina-Imagn Images

Are the Red Sox again acting like a big-market MLB club that once defined the ownership era led by John Henry? A $120 million free-agent deal for infielder Alex Bregman suggests that may be the case. 

Bregman, previously a two-time champion with the Astros, agreed to a three-year contract with Boston late Wednesday, according to multiple reports, after becoming the most notable free agent left in a chilled player market. The pact, though it contains opt-outs after each of the first two years and some deferred money, features a $40 million annual salary that ties Bregman for fourth highest among all MLB players

More broadly, the agreement also heralds a more aggressive thinking by the Red Sox. The club’s luxury tax payroll is now nearly $237 million, the seventh highest in the league, after ranking 12th last year and in 2023. The Red Sox are now poised to play the 2025 season with the highest payroll in franchise history, and ultimately end up over the $241 million luxury tax threshold for this year. 

Back to the Past

Such activity is a marked turn for a team that became notably less aggressive in its spending over the past five years and saw stars such as Mookie Betts and Xander Bogaerts leave either by trade or free agency after failing to come to terms on new contracts. 

That dynamic, in turn, has made for one of the most complex team-fan relationships of any MLB franchise. On one hand, the 23-year Henry era has included the end of the famed Red Sox championship curse, three additional titles, the highly regarded restoration of Fenway Park, and more than $120 million in charitable foundation grants—a combined legacy that any team would be proud to boast.

More recently, however, the loss of icons such as Betts, reduced payrolls, and three straight non-playoff seasons have introduced a whole new level of unease among Red Sox fans. 

The addition of Bregman, however, could certainly help ease that angst, and even before the deal was formally announced, local media was cheering the development. 

“This is a strong move by the Red Sox,” wrote venerable Boston Globe columnist Dan Shaughnessy. “They have finally rewarded their fans. Just like the old days.”

In December, the Red Sox also traded for pitcher Garrett Crochet in a large-scale deal with the White Sox and added fellow hurlers Walker Buehler and Aroldis Chapman in free agency.

Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Aug 1, 2025; Chicago, IL, USA; Baseball commissioner Rob Manfred announces Major League Baseball and the Chicago Cubs will host the 2027 All Star game at Wrigley Field
exclusive

MLB Sent Memo Warning Players About Prediction Markets

The league told players its same betting rules apply to prediction markets.
The Warner Bros. studios in Burbank, California, U.S. November 18, 2025.

After Bidding War, Netflix to Buy WBD Assets in $82.7 Billion Deal

The blockbuster deal will have wide-ranging impacts across entertainment.
Aug 24, 2024; Bronx, New York, USA; Former New York Yankees pitcher David Cone at Yankee Stadium.

With ESPN’s New Game Schedule, David Cone Could Leave the Network

Cone’s schedule might be incompatible with his duties at the YES Network.
John Fisher
opinion

Tanking Is Hurting Pro Sports More Than Gambling Ever Could

Something much worse than gambling is killing sports.

Featured Today

The Los Angeles Chargers host executives from UCLA Health on Wednesday, August 7, 2024 at The Bolt in El Segundo, CA.

The Multibillion-Dollar Business of Pro Athlete Recovery

What started as ice baths has evolved into a multibillion-dollar industry.
Big League Wiffle Ball
November 29, 2025

Celebrity-Backed Wiffle Ball Has Big-League Aspirations

Big League Wiffle Ball team owners include Kevin Costner and David Adelman.
November 24, 2025

How NBA Arena Experiences Went Ultra-Luxe

For the most connected guests, the game has become a secondary attraction.
Nov 23, 2025; Inglewood, California, USA; Los Angeles Rams quarterback Matthew Stafford (9) throws a pass against the Tampa Bay Buccaneers during the fourth quarter at SoFi Stadium.
November 24, 2025

Stafford, Rams Rise From the Pack to Super Bowl Contention

The NFL team now has the top odds to win Super Bowl LX.
Nov 15, 2025; Raleigh, North Carolina, USA; Carolina Hurricanes defenseman Shayne Gostisbehere (4) celebrates with teammates after scoring a goal against the New York Rangers during the second period at Lenovo Center.

Dundon in Talks to Sell Hurricanes Stake to Fund Blazers Buy

A deal could reportedly value the NHL team at $2 billion.
Jalen Williams
December 2, 2025

The Thunder Are 20–1. Their Future Is Even Brighter

OKC has the league’s best record and a war chest of picks.
December 3, 2025

Calls for Change Grow Louder for Steelers’ Tomlin. His Next Move?

The NFL’s longest-tenured coach is facing heightened scrutiny.
Sponsored

On Location is Turning the 2026 Winter Olympics into the Ultimate Hospitality..

On Location is redefining the Olympic experience by creating lasting connections beyond the Games.
Waverly took on Mt. Healthy in varsity football action at Waverly High School on October 25, 2024, in Waverly, Ohio.
November 27, 2025

High Schools Walk Legal Tightrope Using Trademarked Pro Logos

Borrowing a college or pro team’s mark can be a risk.
Jul 9, 2025; East Rutherford, New Jersey, USA; Real Madrid CF defender Eder Militao (3) in action with Paris Saint-Germain midfielder Warren Zaire-Emery (33) during a semifinal match of the 2025 FIFA Club World Cup at MetLife Stadium.
November 26, 2025

Real Madrid Stake Sale Could Prove It’s World’s Most Valuable Franchise

“They’d be number one,” multiclub owner John Textor tells Front Office Sports.
Nov 24, 2025; San Diego, California, USA; Minnesota United forward Kelvin Yeboah (9) heads the ball against San Diego FC defender Jeppe Tverskov (6) during the first half at Snapdragon Stadium.
November 25, 2025

San Diego FC Isn’t Performing Like an Expansion Team 

The club averaged 28,064 per game in attendance at home.
Oct 8, 2025; Bronx, New York, USA; New York Yankees left fielder Cody Bellinger (35) runs off the field after ending the first inning with a sliding catch against the Toronto Blue Jays during game four of the ALDS round for the 2025 MLB playoffs at Yankee Stadium.
November 25, 2025

Steinbrenner: No Set Budget Yet for Yankees in 2026

The high-spending club faces numerous questions heading into next season.