From Single Mom to 2 Billion how Class and Courage Win - Dr. Ann Kaplan Mulholland

In this dynamic episode, Charles sits down with Ann Kaplan Mulholland. Canadian entrepreneur, business executive, author, and television personality, to explore how bold vision, adaptability, and unapologetic ambition drive success across business, media, and life. Ann shares her unconventional path to building influence and impact, revealing how resilience, reinvention, and strategic risk taking became the foundation of her career.

From navigating high stakes industries to building personal brand credibility in the public eye, Ann unpacks what it takes to lead with confidence while staying grounded in purpose. She discusses the realities of modern entrepreneurship, the pressure of visibility, and why owning your narrative is just as important as executing your strategy.

Together, they dive into leadership in a fast moving world, how identity shapes decision making, why clarity and conviction matter more than perfection, and how adaptability becomes a competitive advantage. The conversation blends business insight with personal reflection, offering lessons on growth, reinvention, and showing up fully in every arena you choose to play in.

This isn’t just a conversation about success or visibility. It’s a blueprint for building influence with intention, leading boldly through change, and creating a career that reflects who you are, not just what you do.

KEY TAKEAWAYS:
-How Ann Kaplan Mulholland built a multifaceted career as an entrepreneur, executive, author, and television personality
-Why owning your identity and narrative is essential in business and public life
-How resilience and reinvention create long-term relevance
-The realities of leadership under visibility and public scrutiny

Head over to provenpodcast.com to download your exclusive companion guide, designed to guide you step-by-step in implementing the strategies revealed in this episode.

KEY POINTS:
01:06 – Building a career across industries:
Ann opens up about her unconventional journey, while Charles reflects on how adaptability creates opportunity across different arenas.
04:48 – Reinvention as a leadership skill:
Ann explains why growth often demands change, while Charles highlights how identity evolves alongside ambition.
09:35 – Owning your narrative:
Ann discusses the importance of controlling your story, while Charles explores why clarity of self builds confidence and trust.
14:22 – Leadership in the public eye:
Ann shares the pressure of visibility and criticism, while Charles examines how leaders stay grounded under scrutiny.
19:14 – Confidence without perfection:
Ann breaks down why waiting to be “ready” holds people back, while Charles reinforces the power of decisive action.
24:37 – Adaptability in fast-moving markets:
Ann reveals how staying flexible fuels longevity, while Charles ties adaptability to competitive advantage.
30:02 – Balancing brand and execution:
Ann explains how credibility is built through results, while Charles emphasizes alignment between message and action.