When Michelle Rankine left the structure of elite sports organizations to build her own home care business, she made a mistake many founders know well—trying to do too much herself. In this episode, …
From CIA to CEO: Rupal Patel on Leadership, Resilience, and Owning Your Weird
What happens when a defining mistake forces you to question your confidence, your voice, and your place in the room? Former CIA analyst turned entrepreneur Rupal Patel shares a powerful story from …
Nancy Ho on Losing $300,000 in Five Months—and the Lesson That Changed Everything
Losing $300,000 in just five months sounds devastating—but for Nancy Ho, it became the moment that clarified her life purpose. In this episode, Nancy shares how chasing a dream of opening a wine bar …
The Biggest Mistakes Small Business Owners Make: Insights from Cynthia Kay
What happens when a business partnership looks good on paper but fails in practice? Cynthia Kay shares how starting her company with the wrong partner became a defining leadership lesson—and why …
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Life, Business, and Mistakes: Lessons from Tabatha Thorell’s Coaching Career
What do you do when an expensive coaching investment doesn’t live up to the promise—and there’s no refund? Tabatha Thorell shares how that moment reshaped her mindset around risk, resilience, and …
Founder Brian Gottlieb on Building a $200M Company and Learning from Mistakes
What if a decision you regretted for decades turned out to be the reason everything worked? Brian Gottlieb shares how skipping college became the mistake that pushed him to build a $200M business—and …






