• Loading stock data...
Wednesday, March 26, 2025
Nominations Are Open for Front Office Sports Honors! Submit Now

Diamond Baseball Holdings Flexes Further With WooSox Deal

  • MiLB team holding company extends acquisition push with Boston’s top affiliate.
  • WooSox have been one of the top-performing teams in the minor leagues.
Alan Arsenault / USA TODAY NETWORK

One of the most underexposed but influential sports ownership entities is accelerating its already extensive efforts in Minor League Baseball. 

Diamond Baseball Holdings, which owns 26 teams spanning all levels of MiLB, is nearing a deal to acquire the Triple-A Worcester Red Sox, the top affiliate of the Boston Red Sox. The pact, estimated at about $70 million, would help reset the market for MiLB team sales, which typically go for low-to-mid eight figures.

The Worcester deal also represents one of the most prominent acquisitions in Diamond’s history. The WooSox are one of the top-drawing teams in Triple-A baseball and play in Polar Park, which opened in 2021 and is widely seen as one of MiLB’s best stadiums.

“It’s time to sell this team and to move on,” WooSox chairman and co-owner Larry Lucchino recently said on the “UnAnchored Boston” podcast.

Times Of Transition

The soon-to-be 27 teams in Diamond’s portfolio represent nearly a quarter of MiLB’s 120. But the company reportedly has ambitions to own perhaps 50 teams and has acquired four others in just the last two months. 

Diamond began operations in 2021, soon after MLB completed a historic overhaul of the affiliated minor leagues. It was originally owned by Endeavor — an arrangement that soon ran into issues, as the MLB Players Association claimed it presented a conflict of interest because Endeavor also owns talent agencies IMG and WME. 

Private equity giant Silver Lake, also the lead backer of Endeavor, ultimately purchased Diamond.

Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Apr 5, 2024; Bronx, New York, USA; General view of Yankee Stadium before an opening day game between the New York Yankees and the Toronto Blue Jays.

Could ESPN Have a Future With MLB? Network Hints at Renegotiation

The Disney-owned network signals a willingness to renegotiate.
Mar 22, 2025; Storrs, Connecticut, USA; UConn Huskies guard Paige Bueckers (5) looks for an opening against the Arkansas State Red Wolves in the first half at Harry A. Gampel Pavilion.

Women’s Tournament Early-Round Ratings Down From 2024, Still Strong

UConn vs. South Dakota State drew 1.7 million viewers on ESPN.

Mets Owner’s $8 Billion Casino Plan Hinges on Coveted Gaming License

There is no fallback if the Mets owner doesn’t obtain a gaming license.

Featured Today

Kendall Coyne Schofield

Kendall Coyne Schofield Wants More for the Next Wave of Mom-Athletes

The Walter Cup–winning Frost captain says small changes mean “everything.”
Dec 21, 2024; Hartford, Connecticut, USA; UConn Huskies guard Paige Bueckers (5) looks to pass the ball against USC Trojans guard JuJu Watkins (12) in the first half at XL Center.
March 23, 2025

‘More Value to Be Had’: Were Women’s March Madness Media Rights Undersold?

Could the NCAA have gotten millions more in its latest TV deal?
Mar 20, 2025; Lexington, KY, USA; Creighton Bluejays forward Jasen Green (0) dunks the ball during the second half against the Louisville Cardinals in the first round of the NCAA Tournament at Rupp Arena
March 22, 2025

Basketball-Only Schools Could See Power Surge After House Settlement Approval 

Football teams might monopolize the revenue-sharing dollars at power conference schools.
Mar 15, 2025; New York, NY, USA; St. John's Red Storm guard RJ Luis Jr. (12) after hitting a three-point basket against the Creighton Bluejays in the second half at Madison Square Garden.
March 20, 2025

Perfect Storm: St. John’s Biggest Fans Can’t Bet on the School

In the No. 1 sports betting market, the Red Storm are off-limits.

Diggs to Patriots, Wilson to Giants in Late NFL Free Agency Moves

Russell Wilson and Stefon Diggs agreed to deals Tuesday night.
Feb 21, 2025; Houston, Texas, USA; Houston Rockets owner Tilman Fertitta smiles during the game against the Minnesota Timberwolves at Toyota Center.
March 24, 2025

How Tilman Fertitta’s Ambassador Stint Will Affect Rockets

President Trump nominated Fertitta as U.S. ambassador to Italy and San Marino.
Anthony Davis
March 24, 2025

Anthony Davis Returns to Mavs in Crisis

The Mavericks beat the Nets 120–101 in Davis’s return.
Sponsored

How UBS Crafts Impactful Partnerships Across Sports, Arts, and Culture

As UBS continues to expand its impressive array of sports and entertainment partnerships, the company solidifies its position as a leader in wealth management.
An empty SoFi Stadium
March 24, 2025

Concacaf Not Reporting Crowds for Sparsely Attended USMNT Losses

Photos from kickoff show a nearly empty SoFi Stadium.
March 24, 2025

Red Bull Could Replace Driver Liam Lawson, With Millions on the Line

Yuki Tsunoda is the favorite to replace Lawson.
Jun 21, 2024; Boston, MA, USA; Boston Celtics majority owner Wyc Grousbeck holds the Larry O’Brien trophy prior to the Boston Celtics championship parade.
March 21, 2025

New Celtics Owners Will Inherit $500M Payroll Conundrum

Boston’s new owners could choose to pay the penalties.
Bill Chisholm
March 21, 2025

Who Is Celtics Buyer Bill Chisholm?

Little was known about Chisholm before he agreed to buy the Celtics.