What does it take to reinvent yourself—again and again—while remaining grounded in gratitude and generosity? In this inspiring episode recorded in front of a live audience, I sit down with the one and only Canadian icon and my dear friend, Arlene Dickinson, the beloved “matriarch of Dragon’s Den."

We explore the extraordinary journey that shaped her into one of the country’s most respected business leaders and advocates. From overcoming tough odds—being a single mother of four with no post-secondary education—to earning her place in a male-dominated industry, Arlene’s honest reflections on imposter syndrome, self-reliance, and reinvention are both practical and moving.

But this conversation isn’t just about business. We discuss life, media, and breaking stereotypes surrounding age, relationships, and relevance, reminding us all of the power of authenticity, generosity, and not being afraid to stand alone.

Whether you’re an entrepreneur, a leader, or just someone looking for support (not a handout), Arlene’s lessons on curiosity, empathy, and nation-building will stay with you long after the episode ends.

 

A big thank you to RBC and RBC Wealth for supporting and sharing these stories of positivity and possibility.