Two For The Win - S2.74 - Playoffs & Priorities; Welcome Jason Swain!

Send us Fan MailThe sports world doesn’t pause, and neither do we. We start with two losses that hit fans in a different way: Ted Turner’s massive influence on how America watched sports and John Sterling’s iconic Yankees radio legacy. From there, we jump to a Kentucky Derby moment that belongs in the history books: Golden Tempo wins, and Sherry DeVaux becomes the first woman to train a Derby champion. We also talk about what it means when that winner skips the Preakness and why “rest versus glory” is becoming a real modern sports argument. Baseball stays messy and fascinating, with a heated Red Sox Tigers incident that leads to a suspension, the Mets’ bad run meeting a James Wood highlight reel, and quick hits on milestones, injuries, and division leaders. Then it’s playoff time: we track the NHL bracket and shift into the NBA postseason with a weekend full of Game 7 pressure, star availability, coaching fallout, and the never-ending debate over refs and fines. Next we step back for a bigger conversation about athlete priorities and public choices. One rookie, Mendoza, skips a White House visit to focus on proving himself. Angel Reese takes heat for missing team activities while building her brand. We break down both sides and ask what “professional” should look like in 2026. Finally, we’re joined by Jason Swain, MATW’s heel commentator Alexander B. Thomas and a longtime working musician, to talk networking, coachability, getting over with an audience, and why the best careers are built on preparation and relationships. If you like smart sports talk with real culture debates and a great guest interview, subscribe, share this with a friend, and leave us a review. What take do you disagree with most?