Winnie Harlow, Dee Ocleppo Hilfiger And Hannah Bronfman Of Prime Video’s ‘The CEO Club’ On The Reality Of Building A Brand

Forbes Business
by Dominique Fluker, Contributor
February 20, 2026
AI-Generated Deep Dive Summary
Prime Video’s docuseries *The CEO Club* challenges the notion that C-suite leadership is dominated by men, offering a platform to highlight women in top executive roles despite their underrepresentation. The series features notable figures like Winnie Harlow, Dee Ocleppo Hilfiger, and Hannah Bronfman, providing insight into their journeys and strategies for achieving senior leadership positions. While McKinsey & Company’s 2025 report reveals that women hold just 29% of C-suite roles globally, *The CEO Club* serves as a beacon of hope by showcasing the realities of female leadership in corporate environments. The docuseries not only highlights individual success stories but also delves into the systemic barriers women face in climbing the corporate ladder. It underscores the challenges of breaking into senior leadership, where biases and stereotypes often hinder progress. By featuring diverse perspectives from Harlow, Hilfiger, and Bronfman, the series offers a collective narrative of resilience, strategic thinking, and the importance of mentorship and sponsorship for women aiming to reach the top. For readers interested in business and leadership, *The CEO Club* matters as it addresses a critical gap in representation. The series provides actionable insights into navigating corporate challenges, emphasizing the need for ambition, adaptability, and allyship. It also serves as inspiration for future leaders, demonstrating that while the road to senior leadership is fraught with obstacles, it is far from impossible. By celebrating female trailblazers, *The CEO Club* contributes to a broader cultural shift toward gender parity in business leadership.
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Originally published on Forbes Business on 2/20/2026