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On this episode of The Jimmy Rex Show, Jimmy sits down with one of the greatest to ever play the game, NBA legend Oscar Robertson. Known as “The Big O,” Oscar is a 12x NBA All-Star, league MVP, and the man who forever changed free agency in professional basketball. He shares his journey from growing up on a farm to leading the first all-Black state championship team in Indiana, dominating college basketball, and ultimately leaving an unmatched legacy on and off the court.
Oscar and Jimmy dive deep into how the NBA has evolved—from grueling 47-minute nights in his era to today’s massive supermax contracts and load management culture. They talk about how player salaries skyrocketed because of trailblazers like him, what it takes for a team to become a champion, and whether the modern game has become too soft. He also shares his perspective on GOAT debates, his favorite players to watch in today’s league, and what it meant to win gold at the 1960 Rome Olympics alongside fellow legends.
This powerful conversation is a rare chance to hear directly from one of basketball’s all-time greats. Tune in as Oscar Robertson opens up about life, lessons, and the lasting impact of his career.
00:00 Introduction 01:43 The legacy that Oscar left on the game 03:44 How Oscar got into the game 05:34 Getting into coaching a little 06:55 Oscar's impact on how free agents are treated today 08:55 How Oscar's game would translate to the modern NBA 10:30 Post NBA life 12:33 Looking back on his career 16:40 What Oscar is focusing on now in life 17:48 Most cherished moment in his career 18:47 Oscar's thoughts on the GOAT debate 20:12 Outro |