Oscar De La Hoya sits down with Shannon Sharpe at Club Shay Shay for a conversation that explores the multifaceted layers of his life, career and boxing. Oscar reflects on his illustrious boxing legacy, emphasizing that while his achievements in the ring are significant, they do not entirely define him. He ranks himself among the greats of his generation but remains humble, placing himself second to last, just ahead of Canelo Álvarez.

Oscar delves into his iconic bout with Floyd Mayweather, expressing his conviction that he won the fight in spirit, if not by decision. He praises Floyd's unique qualities, including his intelligence and ring generalship, and credits Floyd Sr. as the best trainer he ever had. Oscar explains why the Floyd vs Manny Pacquiao fight would've been better five years earlier than it happened and revisits his fight against Pacquiao, revealing the profound personal struggles he faced at the time, which made him feel as though he wanted to die during the fight.

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