Thursday, October 22, 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

Want more from Front Office Sports
in your search results?

Add Front Office Sports on Google

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. 

Download the FOS App

The business of sports, in your pocket.

QR code to download the app

Scan the QR code to get the app now.

Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Oct 15, 2026; Los Angeles, California, USA; MLB on Fox broadcasters Kevin Burkhardt, Alex Rodriguez, David Ortiz and Derek Jeter during game four of the NLCS for the 2026 MLB Playoffs at Uniqlo Field at Dodger Stadium.

Fox, MLB Look to Counter Lower World Series Expectations

MLB is riding a wave of postseason audience expansion.
Los Angeles, CA - October 27, 2025 - Dodger Stadium: Jeff Passan during game three of the 2025 World Series.

Jeff Passan: Brewers-Rays World Series Won’t Head Off MLB Lockout

Passan also addressed the backlash he received to comments about the Dodgers.
Oct 7, 2026; Bronx, New York, USA; New York Yankees right fielder Aaron Judge (99) against the Tampa Bay Rays in game three of the ALDS for the 2026 MLB Playoffs at Yankee Stadium.

Steinbrenner Lays Blame for Yankees Playoff Loss With Players

The club’s managing general partners made several pointed remarks.

AUSL Hasn’t Recognized Pro Softball Players Union Yet

The new AUSL Players Association wants the league at the bargaining table.
podcast thumbnail mobile
Front Office Sports Today

10/22/26 – Rays-Brewers Can’t Stop Lockout, $771 to Watch NBA, Jaguars Fans’ Afterlife

0:00

Featured Today

Football - NFL - Houston Texans v Jacksonville Jaguars - Wembley Stadium, London, Britain - October 18, 2026 The necklace of a Jacksonville Jaguars fan outside the stadium before the match

Die-Hard Sports Fandom Has Reached the Afterlife

Will fans pay $6,000 to memorialize their team loyalty?
October 20, 2026

Why Europe Is Pumping Out NBA Superstars

The NBA and NCAA have an increasingly European flavor.
October 15, 2026

College Flag Football Is Outgrowing Its DIY Era

Women have been building the college game themselves at the club level.
Oct 5, 2026; Pittsburgh, Pennsylvania, USA; Pittsburgh Penguins general manager Kyle Dubas arrives at the arena before the Penguins host the Winnipeg Jets at PPG Paints Arena
October 12, 2026

NHL’s New Wave of GMs Is Built Different

“I am in the prediction business,” Devils GM Sunny Mehta tells FOS.
Action Images/Peter Cziborra
October 9, 2026

Is Leicester City’s $264 Million Price Tag Too Rich for Hungry Investors?

After falling from grace, how much is a former top club worth?

Goodell Addresses Steve Tisch, Paris Concerns, NFL Officiating

Goodell also talked about Jay-Z and Super Bowl halftime rumors.
Oct 4, 2026; Atlanta, Georgia, USA; Atlanta Dream forward Angel Reese (5) celebrates after a victory over the New York Liberty in game one of the second round for the 2026 WNBA Playoffs at State Farm Arena. Mandatory Credit: Brett Davis-Imagn Images
October 21, 2026

Dream Sell Out NBA Arena After WNBA Finals Schedule Change

The WNBA Finals are tied at 1.
Sep 27, 2026; Seattle, Washington, USA; Seattle Mariners left fielder Randy Arozarena (56) celebrates at second base after hitting a two-run double during the sixth inning against the Los Angeles Angels at T-Mobile Park.
October 21, 2026

MLB Qualifying Offer Figure Rises Amid Labor Strife

An uncertain offseason for MLB is quickly approaching.
Sponsored

Blake Griffin’s Plan for Media Domination

The former NBA star is building a second act across media & entertainment.
October 20, 2026

NFL Says There Will be ‘Heightened’ Security at Paris Game

The Saints and Steelers are set to play amid civil unrest.
October 20, 2026

Adam Silver on LeBron Helicopter: ‘Perfectly Appropriate’

A source tells FOS the league is not investigating the matter.
Blake Griffin Front Office Sports
October 20, 2026

Blake Griffin: Clippers Haven’t Honored ‘Lob City’ Team

Griffin said the Clippers releasing Chris Paul was “disappointing.”
October 20, 2026

Brewers Fans Could Find Cheaper World Series Tickets in Tampa

The ticket resale market for the event shows two very different situations.