$20 Million Loss to a Billion-Dollar Vision – Lessons in Risk, Resilience & Reinvention with Damion Lupo #115 episode artwork

EPISODE · Aug 14, 2025 · 57 MIN

$20 Million Loss to a Billion-Dollar Vision – Lessons in Risk, Resilience & Reinvention with Damion Lupo #115

from The Inner Entrepreneur · host Paul Ryan

In this episode, Paul sits down with serial entrepreneur Damion Lupo — founder of nearly 80 companies, author of 12 books, and co-founder/CIO of FrameTec, closing in on a $1B valuation. Damien shares the raw truth about starting (and ending) dozens of businesses, losing $20 million in 12 months, going homeless, and rebuilding from scratch. Together, we explore: Why “failure” is just feedback and how redefining it will change your entrepreneurial game The mindset shift from chasing money to building lasting impact How to decide when to quit a venture vs. push through The dangers of over-leverage — and how to use debt wisely Why resilience, vision, and environment are more important than IQ The 10-minute, 10-step plan to reach $10M in 10 years (and why that number matters more than $1M or $100M) How to find your calling — even if you think you don’t have one yet Why surrounding yourself with the right people is the ultimate wealth hack The three relationships every entrepreneur should maintain: mentors, peers, and mentees Whether you’re scaling, starting over, or simply trying to think bigger, Damion’s story is a masterclass in perseverance, strategic thinking, and self-awareness. Download Damion’s free resource: TurnkeyRetirement.com   About the host: Paul Ryan is an entrepreneur, 8 figure business owner, mentor, podcaster and creator of the 1-Hour CEO and Life Code Program. As a CEO, Paul has a depth of 'real life' experience of what it takes to be successful in business and life.   Connect with the host: https://www.theonehourceo.com/   https://www.linkedin.com/in/paul-ryan-9a98774/

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$20 Million Loss to a Billion-Dollar Vision – Lessons in Risk, Resilience & Reinvention with Damion Lupo #115

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