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GRIT: The Real Estate Growth MindsetAuthor: Brian Charlesworth, Sisu
Brian Charlesworths Grit Podcast is a powerful resource for anyone seeking to develop the mindset and resilience needed to achieve success in life. Hosted by Brian Charlesworth, an accomplished entrepreneur and business leader, this podcast provides valuable insights and practical strategies for overcoming obstacles, embracing challenges, and achieving ones goals. At its core, the Grit Podcast is all about developing grit, a term coined by psychologist Angela Duckworth to describe the combination of passion and perseverance that enables individuals to pursue their long-term goals with resilience and determination. Through interviews with successful entrepreneurs, business leaders, and other high-achievers, Charlesworth explores the qualities that underpin grit, such as self-discipline, adaptability, and optimism. One of the strengths of the Grit Podcast is its emphasis on practical advice and actionable strategies. Charlesworth is a skilled interviewer who knows how to draw out insights from his guests that can be applied in everyday life. Whether youre an aspiring entrepreneur, a busy professional, or simply someone who wants to achieve more in life, the Grit Podcast offers a wealth of valuable insights and strategies to help you succeed. Another key feature of the Grit Podcast is its focus on real-world stories of grit and resilience. Charlesworths guests are individuals who have faced significant challenges and setbacks in their lives and careers, yet have managed to overcome them and achieve great success. These stories serve as powerful inspiration for listeners, demonstrating that with the right mindset and strategies, anything is possible. In addition to interviews with successful entrepreneurs and business leaders, the Grit Podcast also features episodes focused on specific topics, such as overcoming fear, building resilience, and developing a growth mindset. These episodes offer in-depth explorations of key concepts and strategies, providing listeners with Language: en Genres: Business Contact email: Get it Feed URL: Get it iTunes ID: Get it |
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Episode 163: The System Behind a Fast-Growing Team: Lindsay Stevens Exposes the Real, Real Estate Fix
Episode 163
Tuesday, 25 November, 2025
A lot of team leaders are trying to grow right now, but very few know how to scale without burning out, losing culture, or drowning in problems that show up the moment the business gets bigger. That tension is exactly where Lindsay Stevens built her strength. And the way she talks about these challenges will make every real estate leader stop and think. On this episode of the GRIT Podcast, Brian Charlesworth sits down with Lindsay, co-owner and team leader of Stevens Real Estate, to uncover how she went from overwhelmed agent to running one of the fastest-growing teams in her market. The twist is that none of it came from perfect planning. It came from saying yes to uncomfortable moments, including being thrown onto a five-thousand-person stage with one week to prepare. She also breaks down the discipline required to survive New York’s long 120-day transaction cycle. It is the kind of cycle that forces leaders to either master their systems or get buried by them. Lindsay talks about the seasons she had to fight through distractions, doubt, and long days that made her question whether she was even built for leadership. She shares a simple line that keeps her centered. "Life is hard. Real estate is hard. But the sun comes up tomorrow." It is the kind of line that hits differently when you hear the story behind it. Brian and Lindsay also break down a moment that shifted their entire operation. Dialing in their Sisu stages, statuses, and tagging finally removed the chaos inside New York’s long transaction cycle, and it changed the way their agents performed. As she puts it, "You do not rise to the level of your goals. You fall to the level of your systems." Top Takeaways: (2:23) Saying yes to a 5000-person stage (9:51) Breakthroughs after wanting to quit (12:02) CEO vs. team leader roles in a business (14:21) How Sisu rebuilt transaction flow (21:08) The power of proximity and fast execution (32:19) Scaling with leverage and a new COO (32:12) Working on the business, not in the business (37:58) Why systems come before 20 agents (38:28) Micro commitments and predictable wins in Sisu (42:21) AI as a business partner and coach (45:00) Why AI will not replace relationships in real estate If you want an honest look at growth, leadership, and the real work behind building a strong team, this episode with Lindsay will pull you in from the first few minutes. About Lindsay Stevens Lindsay Stevens is a Hudson Valley native and co-founder of Stevens Realty Group, featured on HGTV’s House Hunters. She led New Paltz as the top sales agent in 2017, 2018, and 2019 while growing the firm into a multi-million dollar real estate and property management company. With a background in Legal Studies and Business from UMass Amherst, she has worked in sales, marketing, and communications with companies like Edelman and Morgan Stanley. Lindsay is also a mother of two and an active runner who has deep roots in the Hudson Valley community. Connect with Lindsay: LinkedIn






