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

➡️ Join 321,000 people who read my free weekly newsletter: https://newsletter.scottdclary.com ➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory Michael 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 Links https://www.instagram.com/michaelsliebowitz/ https://www.linkedin.com/in/michael-s-liebowitz-84946b42/  ➡️ Podcast Sponsors Hubspot - 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 Points 00:00 - Intro 03:16 - Why Michael Joined Douglas Elliman 07:36 - Michael’s First Steps in Business 12:33 - Keys to Entrepreneurial Success 16:33 - Buying Back & Selling His Own Company 31:43 - Sponsor 34:29 - Biggest Lessons from the Journey 38:04 - What Makes a Great Operator 41:01 - Signs of a Winning Entrepreneur 45:52 - Hiring the Right People 48:49 - Ivy League vs Entrepreneur CEOs 53:00 - Why the Board Chose Michael 58:03 - What Keeps People at a Brokerage 59:49 - Outdated Brokerage Mindsets 1:02:22 - Why Some Brokerages Will Fail 1:03:52 - Sponsor 1:07:32 - How Brokerages Actually Grow 1:15:02 - Tips for Real Estate Agents 1:22:40 - Why Michael Stays Hands-On 1:23:48 - Words for Shareholders 1:30:53 - Final Advice 1:32:29 - Habits Behind the Success 1:37:26 - One Lesson for His Kids See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.