The wrestling world’s most controversial figure just made another massive financial move that’s reshaping the landscape of sports entertainment. Vince McMahon has unloaded another quarter-billion dollars worth of TKO stock, this time selling directly to Endeavor Group Holdings—the very company that now controls his former wrestling empire.
The Quarter-Billion Dollar Deal
McMahon’s latest stock liquidation involved 1.579 million shares of TKO Class A common stock, sold at $158.32 per share in a private transaction completed on June 3, 2025. The deal generated approximately $250 million for the former WWE Chairman, with the transaction officially closing on June 4.
According to SEC filings released Wednesday, the buyer was none other than Endeavor Group Holdings—now operating as the privately held WME Group. This strategic purchase further consolidates Endeavor’s ownership position in the company that emerged from WWE’s merger with UFC in 2023.
McMahon’s Multi-Billion Dollar Exit Strategy
This latest sale represents another significant step in McMahon’s ongoing divestment from TKO stock. Combined with his previous $311.2 million cash-out in April 2024, McMahon has now sold over $2 billion worth of shares in the company he spent decades building.
As of mid-April 2025, McMahon’s remaining holdings included roughly 8 million TKO shares. This stake represented a 9.8% economic interest in the company but carried just 4.1% voting power—a stark contrast to the absolute control he once wielded over WWE’s operations.
Endeavor Strengthens Its Grip
The transaction boosts Endeavor’s ownership stake to 61.7% of TKO’s outstanding stock, cementing their dominant position in the sports entertainment conglomerate. This increased control comes as the company continues integrating WWE and UFC operations under the TKO banner.
The Fallout That Changed Everything
McMahon’s stock sales and reduced involvement stem from the seismic events of January 2024, when he resigned from TKO’s board of directors. His departure followed serious legal challenges, including sexual assault and sex trafficking allegations brought forward in a lawsuit by a former WWE employee.
While McMahon has consistently denied all allegations, the controversy forced his exit from WWE’s leadership structure—ending an era of control that spanned multiple decades. The fallout marked a dramatic turning point for the man who transformed professional wrestling into a global entertainment phenomenon.
Building a New Empire
Rather than retreating from the business world, McMahon has channeled his focus into new ventures. His latest project, the private investment firm 14TH & I, launched with headquarters in Stamford, Connecticut—the same city where WWE built its corporate empire.
Former WWE executive Brad Blum now serves as president of the investment firm, which targets opportunities across sports, media, and entertainment sectors. The company’s strategy encompasses everything from full buyouts to minority stake acquisitions.
“We seek to partner with and empower exceptional management teams, providing deep expertise, capability, and relationships to help drive significant long-term value,” Blum explained.
The Power Shift Continues
McMahon’s ongoing stock liquidation tells the story of a dramatic power shift in sports entertainment. While he built WWE from a regional territory into a global juggernaut, control now rests firmly with Endeavor’s corporate structure.
The irony isn’t lost on wrestling insiders—the company McMahon spent his career building is now being consolidated by the same entertainment conglomerate that purchased it. Each stock sale represents another step away from the empire he created and toward whatever comes next in his post-WWE chapter.
With billions in liquidity and a new investment firm targeting his favorite industries, McMahon’s next move remains the biggest question mark in sports entertainment. Will his new venture eventually challenge the very empire he sold, or is this simply the final chapter of wrestling’s most influential figure cashing out while the market remains hot?
