Lessons - How Taking Calculated Chances Built a Business Empire | Michael S. Liebowitz - Serial Entrepreneur

Success Story with Scott D. Clary

Lessons - How Taking Calculated Chances Built a Business Empire | Michael S. Liebowitz - Serial Entrepreneur

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Published on Jun 27, 2025, 7:30:00 PM
Total time: 00:12:43

Episode Description

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In this “Lessons” episode, Michael S. Liebowitz shares how taking calculated risks, betting on the right people, and remaining adaptable have defined his entrepreneurial success. Learn why great founders aren’t always great investors, why every smart acquisition is ultimately a “jockey bet” on leadership, and how agility—not rigid plans—drives lasting business growth in a rapidly changing world. Through stories of buying, selling, and scaling companies, Liebowitz reveals that it’s people—not products—who determine long-term outcomes, and that ego-free decision-making is the secret to evolving with your business rather than holding it back.


➡️ Show Links

https://successstorypodcast.com  

YouTube: https://youtu.be/80Mt8i68dD4 

Apple: https://podcasts.apple.com/us/podcast/michael-s-liebowitz-serial-entrepreneur-how-taking/id1484783544 

Spotify: https://open.spotify.com/episode/2eNuG3oJRgaDcaiyziDtO6 


➡️ Watch the Podcast on YouTube

https://www.youtube.com/c/scottdclary 



More about Success Story with Scott D. Clary

Welcome to the Success Story Podcast, hosted by entrepreneur, business executive, author, educator & speaker, Scott D. Clary (@scottdclary). On this podcast, you'll find interviews, Q&A, keynote presentations & conversations on sales, marketing, business, startups and entrepreneurship. Scott will discuss some of the lessons he's learned over his own career, as well as have candid interviews with execs, celebrities, notable figures and politicians. All who have achieved success through both wins and losses, to learn more about their life, their ideas and insights. He sits down with leaders and mentors and unpacks their story to help pass those lessons onto others through both experiences and tactical strategy for business professionals, entrepreneurs and everyone in between. To get more of the Success Story podcast, go to www.successstorypodcast.com.