The Real Estate Success Podcast

Leland Gross CFP®, EA
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The Real Estate Success Podcast

Welcome to the Real Estate Success Podcast, where we unlock the secrets to thriving in the competitive world of real estate. If you are a REALTOR®, agent, or aspiring real estate entrepreneur, this podcast is your go-to resource for actionable insights and inspiration. Join us as we interview industry-leading realtors who share their journeys, strategies, and lessons learned on the path to success. Additionally, we dive deep into the financial keys to building and sustaining a profitable real estate business. From scaling your operations to mastering your finances, we cover the tools and techniques you need to excel. Subscribe now to level up your real estate career and join a community of ambitious professionals striving for success. Let's make your real estate dreams a reality!

Episodes

  1. MAY 13

    Personal Finance–More Personal Than Finance

    What makes this episode stand out isn’t just the financial insights—it’s the reminder that behind every dollar is a deeply personal story. Personal finance isn’t a one-size-fits-all formula. It’s a reflection of our values, desires, and the unique journey each of us is on. In this episode, we explore why money is just one of many resources we have—and why it’s only powerful when aligned with what truly matters to us. We dive into how understanding your own goals, story, and motivations is the foundation of any meaningful financial plan, and why the best advice isn’t just smart—it’s personal. We talk about how financial decisions impact every area of our lives, why no two strategies are the same, and what it looks like to align your resources with your real-life dreams. You’ll hear why financial planning should always start with the person, not the portfolio, and how clarity around your values can drive better decisions and lasting peace of mind. Whether you’re running a business, building a family, or just trying to get unstuck financially, this episode offers a grounded, thoughtful approach to aligning your money with what matters most. So with that, I hope you enjoy today’s episode of the Real Estate Success Podcast: Personal Finance—More Personal Than Finance.

    13 min

  2. APR 30

    Leading with Faith and Abundance: The Story of Stephanie Clark’s Real Estate Success

    My guest on today’s episode is Stephanie Clark. Stephanie is the founder and team leader of Stephanie Clark Real Estate at RE/MAX Alliance, a powerhouse group that’s grown to over 30 team members spanning both sales and property management. What makes Stephanie stand out isn't just the scale of her success—it's how she’s built it. From working out of her mother’s house with her mom and sister to now leading one of the largest and most respected teams in the area, her story is grounded in family, faith, abundance, and an unwavering commitment to excellence. In this episode, Stephanie shares how she entered the business as a second-generation realtor, what it was like growing a team before “real estate teams” were even a thing, and how she built a boutique property management division that now oversees nearly 300 homes—without ever compromising on service or values, to the point of taking pay cuts to ensure quality service and team success. We talked a lot about how she leads with a mindset of abundance, why generosity is at the heart of her business, and how she's fostered a team culture that puts people first—even in the face of downturns like 2008 or the challenges of today’s market. Stephanie also opens up about her faith, the surprising joy of leadership, and how she defines success in a way that goes far beyond numbers. This conversation is packed with wisdom, inspiration, and practical insights for anyone building a business or leading a team with purpose. So with that, I hope you enjoy today’s episode of the Real Estate Success Podcast with Stephanie Clark.

    35 min

  3. APR 15

    The 50/30/20 Rule: A Better Way to Manage Your Cash Flow

    Now if you know me, or you’ve listened to this show before, you already know I’m not a fan of traditional budgeting. That word alone can bring up feelings of guilt, scarcity, and frustration—especially when your income isn’t predictable or your lifestyle doesn’t fit neatly into a spreadsheet. In this episode, I’m flipping the script and sharing a system I’ve seen bring real clarity and freedom to my clients: the 50/30/20 cash flow plan. It’s simple, it’s flexible, and—most importantly—it works. We’ll break down exactly how to set it up, how to track it without obsessing, and how it helps you make confident spending decisions while still hitting your savings goals. Whether you’re a real estate agent juggling variable income or a busy professional who just wants peace of mind around money, this episode will show you how to create a plan that works for your life. So with that, let’s jump into today’s conversation about ditching budgeting burnout and stepping into a more empowered, flexible approach to managing your cash flow.

    12 min

  4. APR 2

    Overcoming Fear & Finding Freedom: Jessica Haynes’ Journey to Real Estate Success

    My guest today is Jessica Haynes, a powerhouse real estate professional with Atlantic Sotheby’s and a shining example of resilience, passion, and authenticity in the industry. Jessica’s journey into real estate wasn’t the traditional path. She started her career in civil service, working in cybersecurity—a stable job with great benefits. But she craved more freedom, flexibility, and fulfillment. Encouraged by friends who saw her potential, she took the leap into real estate in 2017. However, that leap came with challenges—balancing the uncertainty of commission-based income, stepping away from the security of a 9-to-5, and later, navigating the complexities of being a single mom while growing her business. In this episode, Jessica shares how she built a thriving career in real estate without relying on paid leads but instead by nurturing authentic relationships. She also opens up about the personal struggles that tested her, including the loss of her mother, and how she found the strength to push forward and ultimately grow her business by 400% in a single year. We dive into the strategies that helped her stay focused, the mindset shifts that led to success, and why she’s now leaning into her niche of selling waterfront properties—because, as she says, who wouldn’t want to sell beautiful homes by the water? Jessica’s story is one of grit, adaptability, and staying true to oneself, and I know you’ll walk away from this conversation feeling inspired and motivated. So with that, let’s dive in! Here’s my conversation with Jessica Haynes.

    31 min

  5. FEB 19

    Scaling Success: Tilman Dunbar on Leadership, Investing, and Growth in Real Estate

    My guest on today’s podcast is Tilman Dunbar. Tilman is a dynamic force in the real estate industry, a former Division 1 athlete, and a Navy veteran. After serving as a surface warfare officer, he transitioned into real estate, quickly making a name for himself as an investor, agent, and now the CEO of Keller Williams Elite 757. What’s unique about Tilman is his journey from flipping houses to leading a brokerage of over 100 agents—all while building multiple businesses within the real estate ecosystem. In this episode, we dive into his story, from his early days as an investor to his rapid rise in the industry. He shares how he made the leap from military service to full-time real estate, the lessons he learned about building a successful team, and how he’s strategically expanded his business across multiple areas of real estate. We also discuss the importance of mentorship, failing forward, and how understanding the different pieces of the industry can create long-term success. You’ll hear about his approach to leadership, the pivotal moments that shaped his career, and his vision for leveraging real estate as a tool for massive impact in his community. So with that introduction, I hope you enjoy today’s episode of The Real Estate Success Podcast with Tilman Dunbar.

    37 min

  6. FEB 4

    From Fired to Top Producer in 2 Years – Greg Montie’s Relentless Rise in Real Estate

    Today, I’m thrilled to sit down with none other than Greg Montie, a powerhouse in the Hampton Roads real estate scene. Greg has quickly become a top-producing agent, closing an impressive $20 million in sales each year since getting into the business. But his path to success wasn’t exactly smooth—his journey into real estate started with an unexpected job loss and a leap of faith. Greg’s story is one of resilience, discipline, and sheer determination. After spending nearly two decades in the car business, including a successful tenure as a finance director for Mercedes-Benz, Greg found himself suddenly unemployed in 2021. That same day, his wife closed her very first real estate deal. Instead of letting that setback define him, Greg dove headfirst into real estate, bringing with him the sales acumen and relentless work ethic that had fueled his previous success. In this episode, we dive deep into what makes Greg’s approach to real estate different. From making over 100 phone calls a day to building a thriving business with no existing sphere of influence to draw from, Greg shares how he leveraged cold calling, online lead generation, and sheer persistence to build relationships and solve problems for people. We also talk about the realities of working alongside his wife in the same industry, the mindset that keeps him pushing forward, and why he believes success is measured not in dollars but in the legacy he’s building for his family. Greg’s story is proof that success in real estate—or any industry—isn’t about luck. It’s about hustle, discipline, and the willingness to do what others won’t. So whether you’re a new agent, a seasoned pro, or someone looking for motivation to push through a tough season, this episode is packed with insights you won’t want to miss. With that, I hope you enjoy today’s episode of The Real Estate Success Podcast with Greg Montie.

    30 min

  7. JAN 30

    Building a Legacy: How Edwin Rodriguez Transformed a Part-Time Gig into a Real Estate Empire

    Today, I am beyond excited to share the mic with none other than Edwin Rodriguez. Edwin is a powerhouse in the Hampton Roads real estate community and one of the driving forces behind the explosive growth of Iron Valley Real Estate in our region. He’s not only a top-producing agent and mentor to countless others, but he’s also a retired Navy senior chief, a dedicated family man, and now an owner of one of the fastest-growing real estate brokerages in the area. What makes Edwin’s story so compelling is his journey. From starting in real estate as a young sailor just looking to make ends meet to now leading a team and overseeing seven thriving offices, Edwin has built something truly extraordinary. In this episode, we dive into what fueled that transformation—how mentorship, perseverance, and surrounding himself with the right people catapulted him from part-time agent to top producer, and eventually, to owner. You’ll hear Edwin share the lessons he learned from juggling a Navy career while closing real estate deals on the side, the leap of faith it took to go full-time, and the challenges—and rewards—that came with ownership. He opens up about the sacrifices he made, including the financial burden of investing in his vision, and how that first year of ownership pushed him to his limits. But through it all, Edwin’s focus on leadership and creating a culture of collaboration and community at Iron Valley has set a new standard for what a brokerage can be. In this episode, we talk about the secret sauce behind Iron Valley’s success, the importance of teaching agents to fish rather than feeding them leads, and why mentorship is the key to unlocking potential—not just for others, but for yourself as a leader. Edwin also reflects on his definition of success, how it’s constantly evolving, and what drives him to keep climbing new peaks. So, whether you’re a seasoned realtor, a new agent, or an entrepreneur looking for inspiration, Edwin’s story is packed with insights, practical wisdom, and motivation to take your own journey to the next level. With that, I hope you enjoy today’s episode of The Real Estate Success Podcast with Edwin Rodriguez.

    42 min

  8. JAN 30

    From Food Stamps to Top Producer: How Lexi Church Built a Thriving Real Estate Career with Authenticity

    My guest on today’s podcast is Alphradezsa Lexi Church. Lexi is a top-producing realtor in the Hampton Roads area and a dynamic leader in the real estate community. She’s a member of multiple leadership committees, including the Hampton Roads Realtors Association, the Women’s Council of Realtors at both the local and state levels, as well as other boards and committees. But beyond her accolades, Lexi is a powerhouse of authenticity and innovation. What’s unique about Lexi is her journey and the way she has embraced her authentic self to build a thriving business. In this episode, we dive into her story—from being a single mom on food stamps to becoming one of the most recognized realtors in the area. We explore how she used social media to build her brand, even when others doubted and even laughed at her approach. She shares how being unapologetically herself has not only set her apart but has also inspired others to step into their own authenticity. In this conversation, Lexi takes us through her early struggles, the pivotal moments that shaped her career, and how she overcame the challenges of being a woman of color in the real estate industry. She talks about the power of social media, her transition to entrepreneurship, and the importance of failing forward in business. You’ll also hear about her philosophy of creating a career that allows her to live life on her own terms and her vision for the future with her newly launched team, FLOH Realty Group. And be sure to listen in as she discusses the keys to staying ahead in a rapidly evolving industry, the value of pouring into yourself, and what success truly means to her. So with that introduction, I hope you enjoy today’s episode of The Real Estate Success Podcast with Lexi Church.

    36 min
  • 8 Episodes

About

Welcome to the Real Estate Success Podcast, where we unlock the secrets to thriving in the competitive world of real estate. If you are a REALTOR®, agent, or aspiring real estate entrepreneur, this podcast is your go-to resource for actionable insights and inspiration. Join us as we interview industry-leading realtors who share their journeys, strategies, and lessons learned on the path to success. Additionally, we dive deep into the financial keys to building and sustaining a profitable real estate business. From scaling your operations to mastering your finances, we cover the tools and techniques you need to excel. Subscribe now to level up your real estate career and join a community of ambitious professionals striving for success. Let's make your real estate dreams a reality!

Information

  • Creator
    Leland Gross CFP®, EA
  • Years Active
    2K
  • Episodes
    8
  • Rating
    Clean
  • Copyright
    © 2025 The Real Estate Success Podcast
  • Show Website
    The Real Estate Success Podcast

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