In this special episode of Kenny The Sports Guy Podcast, I sit down with the legendary sports super-agent Leigh Steinberg — the real-life inspiration behind Jerry Maguire. With a career spanning over four decades and more than $4 billion in player contracts negotiated, Leigh shares incredible insights into the evolving world of sports representation, athlete...

Why does it always feel like the Miami Marlins are stuck in a perpetual rebuild? In this episode, Kenny dives deep into the frustrating saga of the Marlins—a team with two World Series titles but no sustained success to show for it. From constant roster overhauls to questionable front office decisions and a lack of...

He’s one of the greatest to ever play the game—an MVP, an 11-time All-Star, and a walking soundbite. But Charles Barkley’s trophy case is missing one thing: a championship ring. In this episode of Ringless, we dive into the prime years of Sir Charles, the stacked rosters he faced, and the brutal reality of competing...

Barry Bonds. Seven-time MVP. All-time home run king. One of the most feared hitters to ever step into a batter’s box. So why isn’t he in the Hall of Fame? In this episode of Kenny The Sports Guy Podcast, we dive deep into the complicated legacy of Barry Bonds. From his early days in Pittsburgh...

In this episode of Kenny The Sports Guy Podcast, I sit down with ESPN Legal Analyst and Sportscaster J Ryan Smith to explore the fascinating intersection of sports and law. From high-profile cases affecting the sports world to the legal intricacies behind major decisions, J Ryan Smith provides expert insight into the ever-evolving landscape of...

In this special episode of Kenny The Sports Guy Podcast, I sit down with two-time World Series champion Johnny Damon! From breaking the Curse of the Bambino with the 2004 Red Sox to his controversial move to the Yankees, Damon shares incredible stories from his career, the mindset behind his clutch performances, and what it...

Step up to the plate as Kenny The Sports Guy Podcast dives into the Top Five Favorite Baseball Stadiums! ⚾️ From iconic ballparks steeped in history to modern stadiums with breathtaking views, Kenny breaks down what makes these venues special. Whether it’s the electric atmosphere, stunning architecture, or legendary moments that took place on the...

In this episode of Kenny The Sports Guy Podcast, we dive deep into one of baseball’s most controversial Hall of Fame snubs – Jeff Kent. Known for his power at the plate and his fiery demeanor, Kent was one of the most productive second basemen in MLB history. Yet, despite his impressive resume, including an...

The Charlotte Hornets have been stuck in a perpetual rebuild for what feels like decades. From failed draft picks and questionable front-office decisions to an endless cycle of mediocrity, the franchise can’t seem to find its footing. Why can’t the Hornets escape the rebuild trap? Is there hope for the future, or are they doomed...

In this exclusive episode of Kenny The Sports Guy Podcast, I sit down with former NFL executive Jack Easterby. We discuss his rise through the ranks, his time with the New England Patriots and Houston Texans, and his influence in front offices. Easterby opens up about leadership, faith in sports, and what really went on...