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Entrepreneurial Thinkers with Rob Ryan

#71 Are You You’re Own Worst Enemy Sometimes? | Stoppage Time with Uncle Rob

13 Dec 2025

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This week on Stoppage Time with Uncle Rob, I take a moment to reflect on the people who show up for us when we need it most—the friends, mentors, and chosen family who remind us who we are when pressure and self-doubt start creeping in.After a week filled with conversations about building, storytelling, and sustaining this creative life, one powerful exchange with a longtime friend shifted my perspective and opened the door to a deeper reflection on gratitude, mentorship, and the value of long-term relationships. That thread connects directly to my conversation with this week’s Entrepreneurial Thinkers guest, Rich Fleischman, a trusted friend of more than two decades, and our shared belief in the power of mentorship and meaningful connection.This episode is about people—the ones who ground us, encourage us, and help us keep moving forward. Because every honest conversation holds the power to teach, inspire, and remind us that we don’t do any of this alone.Thanks for listening and for being part of the journey. Peace.Chapters00:00 Navigating Personal Challenges and Self-Doubt04:17 The Importance of Long-Term Relationships08:58 The Power of Mentorship and Community

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