Monday, October 26, 2026

The Future of Sports Business Is Athlete-Owned | Portfolio Players

In the latest episode of Portfolio Players, presented by E*TRADE from Morgan Stanley, Front Office Sports editor-in-chief Dan Roberts sits down with Kai Cunningham, Managing Partner at Limited Ventures, to explore how today’s athletes are stepping off the field and into the boardroom.

Cunningham breaks down the growing trend of athletes investing in sports teams—often outside their own disciplines—and why their involvement is accelerating the rise of new leagues and properties. He explains how cultural relevance and long-term vision are often more important than traditional valuation metrics, especially when it comes to investing in sports.

The conversation also dives into how Limited Ventures is helping reshape the ownership landscape by guiding athletes toward equity opportunities that align with their values, influence, and ambition.

Portfolio Players, which releases on Tuesdays every other week, uncovers the strategies behind the deals, decisions, and dollar signs that define sports business. Whether it’s legendary athletes or rising investors, we break down the sponsorships, private equity plays, and entrepreneurial ventures shaping the industry. Catch the latest episode now on YouTube and across Front Office Sports platforms.

Matt Iseman takes viewers beyond the scoreboard, inside the deals, and face-to-face with the personalities shaping sports.

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