Hillary Okello’s remarkable journey from clinical medicine to comedy is a story of persistence, creativity, and the pursuit of passion over predictability. In this episode, he opens up about how his stubborn childhood nature became a foundation for humor, why clinical work offered stability but not fulfillment, and how comedy quickly proved more rewarding, both emotionally and financially. He explains why the richest comedy often emerges from suffering, how rural Ugandan stories provide raw material that audiences connect with, and how he has structured his career to thrive through live shows, corporate events, headline performances, and social media partnerships. Beyond the laughter, Hillary reflects on financial discipline, his modest beginnings with limited resources, and his decision to secure his future through investments such as trust funds. This conversation captures not only the craft of comedy but also the deeper intersection of money, ambition, and legacy. If you enjoy stories that blend wit with wisdom, make sure to like, share, and subscribe as we continue building Africa’s most engaging conversations.

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