Michael S. Liebowitz - Serial Entrepreneur | How Taking Calculated Chances Built a Business Empire
Michael S. Liebowitz - Serial Entrepreneur | How Taking Calculated Chances Built a Business Empire  
Podcast: Success Story with Scott D. Clary
Published On: Fri Apr 11 2025
Description: ➡️ Join 321,000 people who read my free weekly newsletter: https://newsletter.scottdclary.com➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstoryMichael S. Liebowitz is a veteran entrepreneur and executive with over 25 years of experience across insurance, finance, and real estate. He is President and CEO of Douglas Elliman Inc., one of the largest U.S. residential brokerages with over $30 billion in annual sales. Liebowitz has built, scaled, and exited multiple companies, including Harbor Group Consulting (acquired by NFP Corp.), Innova Risk Management (PE acquisition), and High Street Valuations (sold in 2020). He also led the turnaround of publicly traded Nocopi Technologies as CEO. In 2018, he founded M2A Family Office to oversee his investment portfolio and philanthropic initiatives.➡️ Show Linkshttps://www.instagram.com/michaelsliebowitz/https://www.linkedin.com/in/michael-s-liebowitz-84946b42/ ➡️ Podcast SponsorsHubspot - https://hubspot.com/  Vanta - https://www.vanta.com/scott Federated Computer - https://www.federated.computer Cornbread Hemp - https://cornbreadhemp.com/success (Code: Success)Create Like The Greats Podcast - https://podcasts.apple.com/lu/podcast/create-like-the-greats/id1653650073 FreshBooks - https://www.freshbooks.com/pricing-offer/ Bank On Yourself - https://www.bankonyourself.com/scott Stash - https://get.stash.com/successstory NetSuite — https://netsuite.com/scottclary/ Indeed - https://indeed.com/clary➡️ Talking Points00:00 - Intro03:16 - Why Michael Joined Douglas Elliman07:36 - Michael’s First Steps in Business12:33 - Keys to Entrepreneurial Success16:33 - Buying Back & Selling His Own Company31:43 - Sponsor34:29 - Biggest Lessons from the Journey38:04 - What Makes a Great Operator41:01 - Signs of a Winning Entrepreneur45:52 - Hiring the Right People48:49 - Ivy League vs Entrepreneur CEOs53:00 - Why the Board Chose Michael58:03 - What Keeps People at a Brokerage59:49 - Outdated Brokerage Mindsets1:02:22 - Why Some Brokerages Will Fail1:03:52 - Sponsor1:07:32 - How Brokerages Actually Grow1:15:02 - Tips for Real Estate Agents1:22:40 - Why Michael Stays Hands-On1:23:48 - Words for Shareholders1:30:53 - Final Advice1:32:29 - Habits Behind the Success1:37:26 - One Lesson for His KidsSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.