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The Last Flight Out Podcast is back for Season 5. We open with a powerful conversation with John Osei Tutu, founder of OTSG Hockey and one of the few Black agents in the NHL. John’s journey started in law school, where he built a reputation as a mentor and leader. He went on to become a partner at law firms before taking a leap to pursue his lifelong dream of becoming an NHL agent. In this episode, John shares what it took to succeed in Big Law, the decision to pivot into sports representation, and the challenges of navigating one of the most predominantly white sports as a Black agent.We also discuss representation, breaking barriers, and the responsibility of opening doors for others. John offers advice for young people pursuing careers in law, sports, or both, and reflects on the “last flight out” moment that changed everything for him. Season 5 is about growth, bigger opportunities, and telling stories that matter. John’s journey sets the tone.

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