Tuesday, September 15, 2026

MLB History Repeating? Free-Agent Stars Risk ‘Boras Four’ Fate

A frothy, and in some ways unprecedented, beginning to the MLB offseason has transitioned to a much more cautious cadence.  

Jun 20, 2023; Houston, Texas, USA; New York Mets first baseman Pete Alonso (20) looks on as Houston Astros third baseman Alex Bregman (2) rounds the bases after hitting a home run during the third inning at Minute Maid Park.
Troy Taormina-Imagn Images

After a frenetic, record-setting beginning to MLB’s offseason hot-stove period, the free-agency market has slowed considerably to a near-crawl as several big names are still looking for new professional homes. 

The first six weeks of the offseason included a massive run of deals that included the historic, $765 million contract between the Mets and Juan Soto, a flurry of moves by the Yankees to help counter that superstar’s departure, the Dodgers continuing to flex their financial and competitive might with a $182 million pact for pitcher Blake Snell, and even a surprising, $210 million agreement between the Diamondbacks and star pitcher Corbin Burnes

Recent weeks, however, have revealed a much more cautious cadence, leaving former All-Stars such as Pete Alonso, Alex Bregman, Anthony Santander, and Tanner Scott still unsigned. The changing mood of the current free-agent market arrives as teams have upcoming arbitration hearings for eligible players who haven’t reached deals with their clubs, and franchises are now looking to finalize player payrolls for the upcoming 2025 season.

Spring training camps, meanwhile, open in less than a month for all 30 clubs. 

The elongated timetable for the collection of still-unsigned star free agents recalls the “Boras Four” of the 2023–2024 offseason, a group of players represented by top agent Scott Boras and including Snell, fellow pitcher Jordan Montgomery, outfielder Cody Bellinger, and third-baseman Matt Chapman. Each of the quartet signed late in last year’s cycle with contracts below initial expectations, and then often struggled on the field—particularly in the early part of the 2024 season.

Snell since recovered to sign his big deal with the Dodgers, the former National League MVP Bellinger is now part of the Yankees’ recent retooling and is eyed for a big comeback in 2025, Montgomery returned to the Diamondbacks after being a target of criticism by team owner Ken Kendrick, and Chapman signed a six-year, $151 million extension with the Giants in September. 

Boras represents Alonso and Bregman, with the former perhaps now considering a shorter-term contract with opt-outs in a situation said to be growing more urgent, and the latter reportedly less inclined to abandon a long-term agreement

This field is for validation purposes and should be left unchanged.

Sign up for
The Memo Newsletter

Get the biggest stories and best analysis on the business of sports delivered to your inbox twice every weekday and twice on weekends.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.
Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Diamond Baseball Holdings Interested in ‘Any and All’ MiLB Teams

The Silver Lake–backed entity remains on the hunt for more teams.
Sam Porter

Private Equity Giant Apollo Taking ‘Hard Look’ at NFL Investment

Apollo isn’t on the NFL’s approved PE list—yet.

Brewers, Rays Make Playoffs, Complicating MLB Labor Fight

The Brewers and Rays both have below-average payrolls.
Sep 9, 2026; Los Angeles, California, USA; Los Angeles Dodgers two-way player Shohei Ohtani (17) looks on during the first inning against the Cincinnati Reds at Dodger Stadium.

Ohtani Heads to Injured List as Dodgers Aim for Third Title

The two-way phenom is making a rare trip to the injured list.
podcast thumbnail mobile
Front Office Sports Today

9/15/26 – NFL Kickoff Ratings Dip, Ballmer Accepts Punishment, Sweeney Ad Backlash

0:00

Featured Today

Oct 4, 2025; Tempe, AZ, USA; General action during the first period of the game between the Arizona State Sun Devils and the Penn State Nittany Lions at Mullett Arena

How Military-Style Workouts in College Sports Get Dangerous

For elite athletes, high-intensity training can be “very appealing.”
September 6, 2026

Is Carolyn Tisch Blodgett the Future Face of Giants Ownership?

Amid changes at top of Giants ownership, eyes are on Tisch Blodgett.
September 4, 2026

Wild Transfer Window Shows How Premier League Towers Over Soccer

Spending in England vastly outstripped the rest of Europe.
September 3, 2026

Teams Are Spending Millions to Build Luxury Locker Rooms

It’s a recruiting pitch, a retention tool, and a seven-figure line item.
September 1, 2026

High School Football Sidelines Are Clogged With Content Creators

Administrators call these amateur newcomers the “pajama paparazzi.”
Jun 23, 2026; New York, NY, USA; NBA commissioner Adam Silver during the 2026 NBA draft at Barclays Center. Mandatory Credit: Brad Penner-Imagn Images

Adam Silver: It Would Be a ‘Failure’ If Trail Blazers Left Portland

Silver spoke after the NBA Board of Governors meetings in New York.
Jan 29, 2026; Detroit, Michigan, USA; Washington Capitals right wing Ryan Leonard (9) gets set during a face off in the first period against the Detroit Red Wings at Little Caesars Arena
September 15, 2026

NHL’s Eleventh-Hour Scramble to Lock In 8-Year Deals

Teams are pushing to sign players to max-length contracts before terms drop.
September 15, 2026

PGA’s 2028 Changes Include Money Exemption—but No LIV Pathway

The top 50 members on the Tour’s career money list are eligible.
Sponsored

Drew Weatherford’s Bet on the Youth Sports Economy

Drew Weatherford discusses investing across the youth, college and professional levels.
September 15, 2026

Gotham FC Co-Owner Supports Both ‘Rodman Rule’ and Salary Cap

Carolyn Tisch Blodgett emphasized the importance of star power and parity.
Adam Silver, NBA commissioner, attends the annual Allen and Co. Sun Valley Media and Technology Conference at the Sun Valley Resort in Sun Valley, Idaho, U.S., July 7, 2026.
September 14, 2026

Clippers Controversy Hangs Over NBA Board of Governors Meeting

Adam Silver is expected to hold a press conference Tuesday.
September 14, 2026

NFL Kickoff Ratings Dip on Wednesday

Viewership surprisingly fell for the NFL’s season opener.
Tennis - U.S. Open - Flushing Meadows, New York, United States - September 12, 2026 Belarus' Aryna Sabalenka enters the court ahead of her final match against Kazakhstan's Elena Rybakina IMAGN IMAGES via Reuters/Geoff Burke
September 14, 2026

Top Tennis Players Pause Public Battle With Grand Slams

It’s not clear which players will be part of the new council.