Living Your Legacy
Chicago Real Estate Top Performer: The Art of Reading Clients to Close Bigger Deals
17 Dec 2025
Sammy Lubeck, a self-made titan in the Chicago real estate scene who shares his journey of discovering his entrepreneurial spirit later in life. Sammy discusses the challenges and triumphs of leaving the comfort of a steady paycheck to build his own path in real estate. With an emphasis on self-motivation and the value of hustle, Sammy details his strategy to stay ahead of the competition and consistently deliver top-notch service to his clients.The conversation delves deep into Sammy’s approach to business, focusing on essential aspects like discipline, staying innovative, and building meaningful client relationships. Sammy explains how the modern influence of social media and online platforms like Zillow has transformed real estate marketing and client acquisition. The insightful dialogue further explores Sammy's personal growth, leadership approach, and the importance of reading personalities in the luxury real estate market. This episode is a treasure trove of insights for anyone looking to break into the real estate industry or broaden their horizon on market strategies.Key Takeaways:Sammy Lubeck transitioned to a successful career in real estate at the age of 47, proving it's never too late to pursue your entrepreneurial dreams.Discipline and adaptability are crucial in real estate, with each day requiring a different approach driven by client needs.Sammy emphasizes the importance of establishing trust and providing comprehensive market knowledge to clients as a key to real estate success.Social media and online lead generation, particularly platforms like Zillow, are instrumental in gaining exposure and attracting potential clients.Understanding client personalities and providing excellent customer service are integral to maintaining a competitive edge in real estate.Notable Quotes:"I captured my entrepreneurial spirit at the age of 47…saying goodbye to the bosses. And you know what? I'm going to be in charge of my own success.""In my industry, it's dictated by our clients, for sure. Their needs shape our day.""If anybody comes in for your podcast and says, I don't want to be successful, you're going to mosey on to the next person.""People are always going to have to move. You know, they're getting new jobs, they're getting kids into good schools.""One of the most important things that helped me become more successful in my industry is to realize… they just happen to have an extra zero in their bank account."Connect with Sammy Lubeck:Links
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