The Deal with Alex Rodriguez and Jason Kelly

As the U.S. Open gets underway in New York City, the tennis world is abuzz to see the Williams sisters back on the court. Serena Williams’ return to the Open’s doubles tournament got us thinking back to an earlier episode of The Deal, recorded shortly after her retirement from the sport when she had moved on to the world of finance and started her own venture capital firm, Serena Ventures. We revisit that conversation, with Williams telling the hosts how she thinks about the “business of Serena” both on and off the court.
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Ryan Howard spent more than a decade as one of baseball’s most feared hitters. Since retiring, he’s built an interesting second act as an entrepreneur and investor, with bets spanning everything from the “Topgolf of baseball” to youth sports and professional soccer.
In this episode of The Deal, Ryan tells Alex Rodriguez and Jason Kelly how he transitioned from playing baseball to investing in ventures like Batter Up that will help more people play baseball, why making deals can feel like playing baseball, and which issues he thinks could shape the labor fight between the MLB and the players' union.
You can also watch this interview on the Bloomberg Podcasts YouTube page.
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Vanderbilt is having a moment. The university has transformed from a respected southern institution into one of the country’s most selective and sought after schools. Athletics has become an increasingly important part of that rise. At the center of it is Vanderbilt University’s Vice Chancellor for Athletics and University Affairs and Athletic Director.
In this episode of The Deal, Candice Storey Lee joins us to discuss what it takes to build a winning culture, and how athletic success can amplify a university’s broader ambitions. They also talk about the forces reshaping college athletics, from NIL and revenue sharing to conference realignment, and what those changes could mean for athletes, universities, and fans.
You can also watch this interview on the Bloomberg Podcasts YouTube page.
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Alex Rodriguez and Jason Kelly recently had the opportunity to sit down again with David Rubenstein, co-founder of The Carlyle Group, to chat about his new book, “Inside the Owner's Box: Conversations on Power and Leadership in Sports.” That conversation got us thinking back to an earlier episode of The Deal, recorded shortly after Rubenstein's purchase of the Baltimore Orioles. We revisit that conversation, with Rubenstein telling the hosts why he bought his hometown baseball team, how he assembled the ownership group, and what the Orioles mean for the city of Baltimore.
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With the trade deadline in the rearview mirror, the Major League Baseball season is officially entering its final innings. So in this episode of The Deal, Alex Rodriguez and Jason Kelly break down some of the latest headlines, including what is happening with the negotiations over a collective bargaining agreement between the league and the players, the trade that may have guaranteed the Los Angeles Dodgers another World Series win, and why Alex is still bullish on his New York Yankees. Plus, Alex previews a very special 50th anniversary celebration for the Seattle Mariners.
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