Thad Levine and Chet West sit down with Dan O’Dowd, Thad’s first boss and one of the most influential executives of his generation, for a behind-the-scenes look at building a Major League organization. Dan reflects on his path from Baltimore to Cleveland to becoming GM of the Colorado Rockies, the challenges of building a winner at altitude, the 2007 “Rocktober” run, and the realities of working with ownership. He also shares candid lessons from his career, including the decisions he would make differently today and the importance of finding the right balance between analytics, relationships, and leadership.

🎧 Send your questions to rosterstoringspodcast@gmail.com and we'll answer them on the pod!

See omnystudio.com/listener for privacy information.

Thad Levine and Chet West break down a wave of major front-office shakeups across Major League Baseball, from the Angels and A’s to the Astros, and ask what these moves say about the state of the game. They also dive into the ongoing debate over MLB payroll, salary caps and salary floors, and whether spending more actually translates to winning.

The conversation then turns to the other side of roster construction: when big contracts go wrong. Thad and Chet examine the long-term impact of deals like Deshaun Watson’s contract with the Browns and Kris Bryant’s deal with the Rockies, and how injuries, declining performance and guaranteed money can reshape a franchise.

🎧 Send your questions to rosterstoringspodcast@gmail.com and we'll answer them on the pod!

See omnystudio.com/listener for privacy information.

Rosters to Rings welcomes back former NBA GM and longtime friend of the program Ryan McDonough to break down the rapidly changing business of sports ownership. Ryan joins Thad Levine and Chet West to discuss the explosion in NBA franchise valuations, the rise of minority ownership, and why sports teams are becoming increasingly attractive investment opportunities.

Ryan also explains why the Timberwolves sale looked like a bargain in hindsight, what makes the Lakers such a uniquely valuable franchise, how his Sports Ownership Group evaluates potential investments, and why relationships and insider knowledge can be just as valuable as capital. Plus, a look at the future of NBA expansion, the growing role of syndicate-style ownership, and why MLB could be the next major sports ownership market to heat up.

🎧 Send your questions to rosterstoringspodcast@gmail.com and we'll answer them on the pod!

See omnystudio.com/listener for privacy information.

Rosters to Rings welcomes Bulls point guard Tre Jones for a wide-ranging conversation about his journey from Duke to the NBA. Tre shares stories from playing for Coach K and Gregg Popovich, following his brother Tyus to Duke, navigating the expectations of a loaded recruiting class, and adjusting to life in the NBA. He also opens up about his 2025 trade from San Antonio to Chicago, the realities of player movement, contract negotiations, NIL, and what separates the players who build long NBA careers from the rest.

🎧 Send your questions to rosterstoringspodcast@gmail.com and we'll answer them on the pod!

See omnystudio.com/listener for privacy information.

Former MLB outfielder and current MLB Network and Rockies broadcaster Ryan Spilborghs joins Thad Levine and Chet West to share his journey from Santa Barbara to the big leagues, the unforgettable story behind his MLB call-up, and memories from Colorado's legendary 2007 Rocktober run. Ryan also breaks down the emotions of the trade deadline from a player's perspective, discusses how information flows between front offices and clubhouses, and joins the conversation on the future of baseball, the next collective bargaining agreement, and the evolving landscape of the game.

🎧 Send your listener questions to rosterstoringspodcast@gmail.com

See omnystudio.com/listener for privacy information.

The MLB Trade Deadline is almost here, and Thad Levine and Chet West take listeners inside one of the busiest and most unpredictable times of the baseball calendar. They break down how front offices work with agents, how trade rumors and media leaks shape the market, and why misinformation is often part of the game. Plus, a look at the 2026 deadline landscape, the crowded playoff race, what it means for buyers and sellers, the Mariners' needs in the AL West, and how the Cubs could approach adding pitching before the deadline.

See omnystudio.com/listener for privacy information.

Former MLB general manager Thad Levine sits down with legendary baseball agent B.B. Abbott to discuss his journey from law school to representing some of the biggest stars in the game. B.B. shares stories about his lifelong friendship with Chipper Jones, negotiating Byron Buxton's contract, building one of baseball's premier agencies, dominating the MLB Draft, merging with Wasserman, and how the next Collective Bargaining Agreement could shape the future of the sport. Plus, Thad answers listener questions on the Dodger's dominance and the World Cup.

See omnystudio.com/listener for privacy information.

Thad Levine and Chet West break down the surprising White Sox, Boston’s resurgence and San Diego’s difficult trade deadline decision. Plus, the shrinking pitching market, and why MLB teams still can’t trade most draft picks.

See omnystudio.com/listener for privacy information.