Ep. 10 | Lewis Schiff on Why Risk Is the Real Engine of Entrepreneurship

Entrepreneur, author, and investor Lewis Schiff joins Rufus Cressend on Constructive Interference for a deep dive into the real meaning of entrepreneurship — from the early dot-com era to today’s capital-driven economy.Lewis shares his personal entrepreneurial journey, exploring how his understanding of business, innovation, and leadership evolved over three decades. He discusses the power of community and collaboration among business owners, how embracing failure became his best teacher, and why risk-taking with purpose fuels sustainable business growth.💡 Watch this if you want to learn:– Lewis Schiff's journey as an entrepreneur began in the 1990s during the dot-com era.– The term 'entrepreneur' was not commonly used during Lewis's early career.– Community and collaboration are essential for entrepreneurs to thrive.– Failure is a crucial learning opportunity for entrepreneurs.– Understanding risk is vital for innovation and entrepreneurship.– The loneliness of being an entrepreneur can be alleviated through community support.– Capital markets play a significant role in entrepreneurship.– Business owners often misunderstand capitalism, leading to undervaluation of their businesses.– The liquefaction of lower middle market businesses can create new opportunities for entrepreneurs.– Entrepreneurs must learn how capital works to maximize their business potential.🚀 Chapters00:00 Snippet01:10 Intro02:03 Meeting Lewis Schiff & the Origin of Birthing of Giants06:05 The Power of Community. Why Entrepreneurs Need Peers08:32 Beyond the School of Hard Knocks. Mentorship, Vulnerability & Smarter Learning15:07 Risk & Innovation. Why Entrepreneurs Run Toward Uncertainty20:25 Failure as a Teacher. Turning Setbacks into Growth27:00 Finding Purpose. Knowing What Drives You35:15 Understanding Capital. How Entrepreneurs Misunderstand Capitalism47:09 The Future of Capitalism. Liquidity, Blockchain & Smarter Funding53:29 Closing54:05 Outro📚 About the GuestLewis Schiff is the Executive Director of Moonshots & Moneymakers and Chair of the Birthing of Giants Fellowship, a program helping entrepreneurs scale their businesses and lead with intention. He’s the author of Business Brilliant and The First Habit, and a thought leader on capital markets, innovation, and entrepreneurial mindset.👥 Connect with Lewis Schiff LinkedIn— https://www.linkedin.com/in/lewisschiff/🎙️ Listen to Constructive InterferenceSpotify — https://open.spotify.com/show/6MIfRbPLH394j9Jtb2JcdlApple Podcasts — https://podcasts.apple.com/us/podcast/constructive-interference-with-rufus-cressend/id1804636517Amazon Music — https://music.amazon.com/podcasts/605e21b2-7c0a-48e0-ba7d-cb07541143e0/constructive-interference-with-rufus-cressendiHeart Radio — https://www.iheart.com/podcast/269-constructive-interference-271034111/Audible — https://www.audible.com/podcast/Constructive-Interference-with-Rufus-Cressend/B0F2J9R21C?language=en_US&share_location=pdp&source_code=ASSGB149080119000H📲 Follow Constructive InterferenceInstagram — https://www.instagram.com/rufuscressend/Facebook — https://www.facebook.com/ConstructiveInterferencePod/TikTok — https://www.tiktok.com/@rufuscressend?lang=enThreads — https://www.threads.com/@rufuscressendX — https://x.com/RufusCressendWebsite — https://www.rufuscressend.com/👉 Comment below: What’s one lesson failure has taught you in business?👍 Like, share & subscribe for honest conversations on leadership, growth, and vision-driven entrepreneurship.#Entrepreneurship #BusinessGrowth #Leadership #LewisSchiff #ConstructiveInterference #RufusCressend #Innovation #RiskTaking #StartupMindset #CapitalMarkets #Community #Mentorship