Inside Real Estate Podcast

In this episode of the Inside Real Estate Podcast, host Ben Fairfield sits down with industry powerhouse Nick Bailey. With over 30 years of experience—including roles as CEO of RE/MAX, LLC and Century 21, as well as an executive at Zillow—Nick shares unparalleled insights into what it takes to lead at the highest level.From managing massive global rebrands to navigating the industry through a "crisis leader" lens during the pandemic, Nick breaks down the strategies that separate top performers from the rest. Whether you’re an agent, a team leader, or a brokerage owner, this conversation is packed with actionable takeaways on branding, technology, and why the "human connection" remains the foundation of real estate.Topics Discussed:The "Problem-Recommendation" Leadership Rule: Why leaders should demand solutions, not just problems.Leapfrogging vs. Incremental Change: Inside the Century 21 global rebrand.Leading Through Crisis: Navigating the pandemic, market freezes, and major litigation.Tech vs. Toys: How to evaluate your tech stack and stop chasing "shiny objects."The Future of the Industry: Why the entrepreneurial nature of real estate prevents a "big three" monopoly.Hidden Opportunities: Why training and market awareness are more critical now than ever.About Inside Real Estate:Inside Real Estate is a fast-growing technology partner for the residential real estate industry. We empower over 400,000 agents and brokers with our flagship platform, BoldTrail (formerly kvCORE).Explore the Marketplace: https://boldtrail.com/#RealEstateLeadership #NickBailey #InsideRealEstate #RealEstateTech #LeadershipStrategy #BrokerageGrowth #RealEstatePodcastExplore BoldTrail: https://www.insiderealestate.com/boldtrail

Are you overhyping AI or completely misunderstanding it? Some real estate professionals think Artificial Intelligence is a magic wand, while others view it as an absolute threat to their livelihood.In this episode of the Inside Real Estate Podcast, host Ben Fairfield sits down with Chris McGoldrick, Head of AI at Inside Real Estate and founder of ListAssist. They cut through the noise and break down exactly what AI means for your real estate business, your leadership, and your performance. Learn how top-producing agents are leveraging AI to automate tedious tasks, re-engage dead leads, and compete directly with giant portals like Zillow by owning their own tech stack.Whether you're just starting to dabble with ChatGPT or you're looking to build the AI-enabled brokerage of the future, this conversation delivers actionable insights to help you put one foot in front of the other#RealEstateAI #AgentEmpowerment #OwnYourBusinessExplore BoldTrail: https://www.insiderealestate.com/boldtrail

Live from the floor of RE/MAX R4 2026 in Las Vegas, host Ben Fairfield brings you an exclusive compilation of insights from the brightest minds in real estate. From top-producing agents and team leaders to the executives shaping the future of the brand, this episode is a deep dive into the strategies, technology, and mindsets required to dominate the 2026 market.In this episode, we unpack:The "Fuel" for Success: Why your CRM and systems (like BoldTrail) are only as good as the work you put into them.The Transition to Sales: How to move from leadership or recruiting into high-volume production.Authentic AI: The biggest mistakes agents make with artificial intelligence and how to use it to enhance human connection, not replace it.Scaling Teams: The "Integrator vs. Visionary" relationship and how to build a 20+ agent team.The Future of RE/MAX: EVP of Strategy Travis Saxton discusses the innovation lab, lifestyle brands, and the roadmap for the next three years.Whether you're looking to refine your social media presence, scale your brokerage, or understand the next wave of real estate tech, these conversations provide the "playbook" for the modern professional.Don’t forget to like, subscribe, and hit the notification bell to stay ahead of the curve!Explore BoldTrail: https://www.insiderealestate.com/boldtrail

In this episode of Inside Real Estate: The Podcast, host Ben Fairfield sits down with Amy Lessinger to discuss the evolving landscape of the real estate industry. Amy shares her journey from being a top-producing agent to leading one of the world's most recognized brands.Discover why "recalibrating" your business is essential in today’s market, the importance of maintaining a "Good to Great" mindset, and how to leverage your unique value proposition to stay ahead of the competition. Whether you are a solo agent or a brokerage owner, this deep dive provides actionable insights on leadership, brand power, and strategic growth.Don’t forget to like, subscribe, and hit the notification bell for more insights from real estate’s top leaders!Explore BoldTrail: https://www.insiderealestate.com/boldtrail