Bite-size: Why 9 out of 10 Businesses Fail - Damion Lupo #150

In this bite-size episode, Damion Lupo dismantles one of the most dangerous myths in entrepreneurship: that failure is something to be avoided. Drawing on decades of experience across more than 70 businesses — including losing everything and starting again — Damion reframes failure as the tuition fee for wisdom. He explains why most businesses don’t survive, not because of bad ideas, but because of a lack of real commitment. There is no “trying” in entrepreneurship — only deciding, persevering, and learning fast. Those who succeed are not luckier or smarter; they are more resilient, more decisive, and willing to move before everything feels certain.

Damion also explores the deeper evolution required to build lasting wealth and freedom. He argues that true financial security isn’t about accidentally reaching a number, but about becoming the person capable of recreating it. From knowing when to persevere versus when to quit, to understanding why environment, mentorship, and vision shape outcomes more than tactics, this conversation is a masterclass in long-term thinking. It’s a powerful reminder that almost nothing in business is fatal — and that growth comes from action, not waiting for perfect conditions.

Links to full episode:

https://open.spotify.com/episode/599FJBEVZyGGbhAazhSqD6?si=GsbLxGN0Rja0GVkqdR-8wA

https://youtu.be/N0r-qol9MU4?si=Gija1CEUNzE2c71s

About the Guest Damion Lupo is an entrepreneur, investor, and financial educator who has founded and operated over 70 companies. After experiencing both extreme success and complete financial collapse, including a period of homelessness, Damion rebuilt with a deep focus on resilience, decision-making, and sustainable wealth creation. He is the creator of the Turnkey Retirement framework and is known for helping entrepreneurs think differently about money, risk, and long-term freedom.

About the Host Paul Ryan is the host of The Inner Entrepreneur Podcast, where he explores the inner world behind entrepreneurial success — mindset, resilience, purpose, and personal growth. Through candid conversations with founders, investors, and thought leaders, Paul helps entrepreneurs build businesses that support a meaningful, well-lived life. Learn more at pauljryan.net.