The GMs welcome Pittsburgh Pirates manager Derek Shelton to the show. Derek shares his remarkable journey through baseball, from his days as a college catcher and early coaching stints in the minors, to the years he spent grinding as a hitting coach and bench coach across the league. He opens up about the lessons learned along the way, the mentors who shaped his approach, and the challenges of preparing for the opportunity to finally lead a Major League clubhouse. The GM's also discuss the Ryder Cup and rules they would like to see changed in pro sports.

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Jason Garrett joins Rosters to Rings to talk about what makes great leaders and great quarterbacks. From Troy Aikman and Michael Irvin to Dak Prescott and Justin Herbert, Jason shares behind-the-scenes stories and lessons from his years as a player, coach, and broadcaster. Thad, Ryan and Tom also dive into MLB playoff pushes, NFL and NBA roster management, and the always-debated “rest vs rust” dilemma.

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The GM's welcome MLB Hall of Fame Pitcher Greg Maddux to the show. Greg talks about his life on an Army base in Spain where he learned to love sports, the reasons for his tough decision to leave Chicago, and the unwritten rules of hitting and being hit by pitches. Plus, Thad and Ryan break down the latest on Kawhi Leonard and the Clippers, and dive into a candid debate on how far should teams really go to win in pro sports?

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