• Loading stock data...
Saturday, December 13, 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

MLB Offseason Spending Heats Up With Trio of Big-Money Deals

A trio of deals this week is expected to loosen the market.
Visalia Rawhide played their home opener Tuesday, April 11, 2023 against the Rancho Cucamonga Quakes.

Marc Lasry’s PE Firm Steps Into Minor League Baseball

Avenue Sports Fund’s new entity, OnDeck, has acquired two MiLB teams.
Sep 20, 2025; Chicago, Illinois, USA; Chicago White Sox pitcher Yoendrys G—mez (94) delivers during the first inning against the San Diego Padres at Rate Field.

Winners and Losers in MLB Draft Lottery

The Southside Chicago club will get its first No. 1 pick since 1977.
Pete Alonso

David Rubenstein’s Orioles Finally Give Free Agent Huge Contract

Pete Alonso is leaving New York after seven seasons.

Featured Today

Dec 9, 2025; Toronto, Ontario, CAN; New York Knicks guard Jalen Brunson (11) dribbles against Toronto Raptors guard Jamal Shead (23) during the first half at the 2025-26 NBA Emirates Cup at Scotiabank Arena

The Lucrative NBA Cup Is Here to Stay

The in-season tournament, launched in 2023, is turning into a staple.
The Los Angeles Chargers host executives from UCLA Health on Wednesday, August 7, 2024 at The Bolt in El Segundo, CA.
December 7, 2025

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.
Apr 19, 2025; Winnipeg, Manitoba, CAN; Fans admire the statute of Dale Hawerchuk before the first period in game one of the first round of the 2025 Stanley Cup Playoffs at Canada Life Centre.

Jets Seek to Reclaim Their Past As NHL Weighs Records Shuffle

The current Winnipeg team is seeking the records of its predecessor franchise.
December 8, 2025

NFL’s Most-Watched Team Is on the Brink of Playoff Exclusion

The defending AFC champions have only a slim shot of a playoff return.
Dec 8, 2025; Inglewood, California, USA; Los Angeles Chargers linebacker Odafe Oweh (98) tackles Philadelphia Eagles quarterback Jalen Hurts (1) in the first half at SoFi Stadium.
December 9, 2025

This Isn’t the Same Eagles Team That Won the Super Bowl

The defending Super Bowl champions hit an unexpected skid.
Sponsored

20 Years of Coastal Cool: How Johnnie-O Became a Force in Golf,..

A style movement powering one of the fastest-growing brands in sports and lifestyle.
Jul 27, 2024; Vancouver, British Columbia, CAN; Wrexham AFC defender Max Cleworth (4) goes up for a header against Vancouver Whitecaps FC during the second half at BC Place.
December 8, 2025

Wrexham Welcomes Private-Capital Giant Apollo As Minority Owner

It’s the PE firm’s second soccer investment since launching Apollo Sports Capital.
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.
December 3, 2025

Dundon in Talks to Sell Hurricanes Stake to Fund Blazers Buy

A deal could reportedly value the NHL team at $2 billion.
December 3, 2025

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

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