Real Estate Insiders Unfiltered

Zillow Pro is changing how agents manage relationships and most agents don't realize what it means yet. In this episode of Real Estate Insiders Unfiltered, James and Keith sit down with Zillow COO Jun Choo to break down Zillow Pro, My Agent Connection, and how Zillow is rethinking the agent-consumer relationship. The big idea? "If you're already married, we stop offering you dates." Instead of constantly reselling leads, Zillow is building a system that reinforces the relationship agents already have with their clients; ensuring agents stay connected throughout the entire home search experience. But that's just part of the story. Jun also dives into Zillow Preview, product innovation, and why the first plan is always wrong and how agents can use that same mindset to grow their business faster. If you want to understand where real estate technology is heading and how to protect and grow your client relationships this episode is essential. Links mentioned during the episode: https://youtu.be/wN5IDKhPKy0 https://youtu.be/Z9mnG-ek1BI Zillow Preview signup page for brokerages: https://grow.zillow.com/preview Zillow Pro landing page: https://www.zillow.com/agents/zillow-pro/ Subscribe to Real Estate Insiders Unfiltered on YouTube! https://www.youtube.com/@RealEstateInsidersUnfiltered?sub_confirmation=1 To learn more about becoming a sponsor of the show, send us an email: [email protected] You asked for it. We delivered. Check out our new merch! https://merch.realestateinsidersunfiltered.com/ Follow Real Estate Insiders Unfiltered Podcast on Instagram - YouTube, Facebook - TikTok. Visit us online at realestateinsidersunfiltered.com. Link to Facebook Page: https://www.facebook.com/RealEstateInsidersUnfiltered Link to Instagram Page: https://www.instagram.com/realestateinsiderspod/ Link to YouTube Page: https://www.youtube.com/@RealEstateInsidersUnfiltered Link to TikTok Page: https://www.tiktok.com/@realestateinsiderspod Link to website: https://realestateinsidersunfiltered.com This podcast is produced by Two Brothers Creative. https://twobrotherscreative.com/contact/

What if the biggest mistake you're making in real estate… is who you're listening to? In this episode, James and Keith sit down with Michael Hellickson, CEO of Club Wealth and one of the highest-producing agents in the country, for a conversation that challenges how agents think about coaching, growth, and success. From becoming the top listing agent in his office at 18 to building one of the top coaching organizations in the industry, Michael shares a blunt perspective: if your coach hasn't done what you want to do, why are you taking their advice? But this conversation goes beyond coaching. It's about the fundamentals, lead generation, follow-up, and conversion and why most agents struggle not because it's complicated, but because they won't do the work. Links mentioned during the episode: https://clubwealth.com/books/ Connect with Michael on LinkedIn - Facebook - Instagram or online at clubwealth.com. Stay ahead of the market with insights from Zillow's Consumer Trends Report. This annual research breaks down what buyers and sellers are actually doing and what they expect from their agents. With 55% of buyers being repeat buyers, yet only 13% using their previous agent again, the message is clear: past performance doesn't guarantee future loyalty. Even more telling, nearly half of buyers and over half of sellers hire the first agent they contact. Today's clients prioritize pricing strategy, negotiation expertise, and a seamless, organized offer process. If you want to position yourself as the agent they choose in 2026, start with the data. Explore the full report and put these insights to work in your business. https://bit.ly/4rDZg3M Subscribe to Real Estate Insiders Unfiltered on YouTube! https://www.youtube.com/@RealEstateInsidersUnfiltered?sub_confirmation=1 To learn more about becoming a sponsor of the show, send us an email: [email protected] You asked for it. We delivered. Check out our new merch! https://merch.realestateinsidersunfiltered.com/ Follow Real Estate Insiders Unfiltered Podcast on Instagram - YouTube, Facebook - TikTok. Visit us online at realestateinsidersunfiltered.com. Link to Facebook Page: https://www.facebook.com/RealEstateInsidersUnfiltered Link to Instagram Page: https://www.instagram.com/realestateinsiderspod/ Link to YouTube Page: https://www.youtube.com/@RealEstateInsidersUnfiltered Link to TikTok Page: https://www.tiktok.com/@realestateinsiderspod Link to website: https://realestateinsidersunfiltered.com This podcast is produced by Two Brothers Creative. https://twobrotherscreative.com/contact/

What happens when data, technology, and power start consolidating in real estate? In this episode, James and Keith sit down with Pierre Calzadilla, co-founder and CEO of Upfront, to break down one of the biggest shifts happening in the industry right now. From his early days at Trulia to building multiple proptech companies, Pierre shares a unique perspective on how mergers, data control, and AI are reshaping the real estate landscape. The conversation explores what happens when platforms start controlling inventory, how that impacts transparency, and why the future of the MLS could be at risk if fragmentation continues. If you want to understand where the industry is heading and what's actually driving these changes this episode will challenge how you think about real estate. Connect with Pierre on LinkedIn. Learn more about Upfront on LinkedIn and online at myupfront.com. Subscribe to Real Estate Insiders Unfiltered on YouTube! https://www.youtube.com/@RealEstateInsidersUnfiltered?sub_confirmation=1 To learn more about becoming a sponsor of the show, send us an email: [email protected] You asked for it. We delivered. Check out our new merch! https://merch.realestateinsidersunfiltered.com/ Follow Real Estate Insiders Unfiltered Podcast on Instagram - YouTube, Facebook - TikTok. Visit us online at realestateinsidersunfiltered.com. Link to Facebook Page: https://www.facebook.com/RealEstateInsidersUnfiltered Link to Instagram Page: https://www.instagram.com/realestateinsiderspod/ Link to YouTube Page: https://www.youtube.com/@RealEstateInsidersUnfiltered Link to TikTok Page: https://www.tiktok.com/@realestateinsiderspod Link to website: https://realestateinsidersunfiltered.com This podcast is produced by Two Brothers Creative. https://twobrotherscreative.com/contact/

Are "coming soon" listings putting the real estate industry at risk? In this episode, James Dwiggins and Keith Robinson sit down with Art Carter, CEO of CRMLS, and Ed Zorn, VP and General Counsel, to unpack one of the most heated and misunderstood topics in real estate right now. From "coming soon" listings to private listings, MLS rules, and seller choice, this conversation breaks down what's actually happening behind the scenes and why it matters more than most agents realize. They also explore the growing concern that current industry trends could trigger Department of Justice scrutiny and what that could mean for agents, brokerages, and the future of cooperation. If you think this is just another industry debate, think again. Links mentioned during the episode: https://youtu.be/lYOUsPGOTd0 Learn more about CRMLS on LinkedIn - YouTube - Instagram - Facebook and online at go.crmls.org. Stay ahead of the market with insights from Zillow's Consumer Trends Report. This annual research breaks down what buyers and sellers are actually doing and what they expect from their agents. With 55% of buyers being repeat buyers, yet only 13% using their previous agent again, the message is clear: past performance doesn't guarantee future loyalty. Even more telling, nearly half of buyers and over half of sellers hire the first agent they contact. Today's clients prioritize pricing strategy, negotiation expertise, and a seamless, organized offer process. If you want to position yourself as the agent they choose in 2026, start with the data. Explore the full report and put these insights to work in your business. https://bit.ly/4rDZg3M Subscribe to Real Estate Insiders Unfiltered on YouTube! https://www.youtube.com/@RealEstateInsidersUnfiltered?sub_confirmation=1 To learn more about becoming a sponsor of the show, send us an email: [email protected] You asked for it. We delivered. Check out our new merch! https://merch.realestateinsidersunfiltered.com/ Follow Real Estate Insiders Unfiltered Podcast on Instagram - YouTube, Facebook - TikTok. Visit us online at realestateinsidersunfiltered.com. Link to Facebook Page: https://www.facebook.com/RealEstateInsidersUnfiltered Link to Instagram Page: https://www.instagram.com/realestateinsiderspod/ Link to YouTube Page: https://www.youtube.com/@RealEstateInsidersUnfiltered Link to TikTok Page: https://www.tiktok.com/@realestateinsiderspod Link to website: https://realestateinsidersunfiltered.com This podcast is produced by Two Brothers Creative. https://twobrotherscreative.com/contact/

What if everything agents are worried about right now… doesn't actually matter? In this episode, James and Keith sit down with Danny Brown, a top-producing Los Angeles agent with over 25 years in the business, to break down what actually drives success in real estate. From MLS debates and private listings to luxury real estate and industry shifts, Danny brings a grounded perspective: the agents who win aren't chasing headlines; they're focused on the fundamentals. This is a conversation about mindset, work ethic, and why doing the simple things consistently still beats everything else in this business. Connect with Danny on Instagram - YouTube - Facebook and online at dannybrownla.com. Stay ahead of the market with insights from Zillow's Consumer Trends Report. This annual research breaks down what buyers and sellers are actually doing — and what they expect from their agents. With 55% of buyers being repeat buyers, yet only 13% using their previous agent again, the message is clear: past performance doesn't guarantee future loyalty. Even more telling, nearly half of buyers and over half of sellers hire the first agent they contact. Today's clients prioritize pricing strategy, negotiation expertise, and a seamless, organized offer process. If you want to position yourself as the agent they choose in 2026, start with the data. Explore the full report and put these insights to work in your business. https://bit.ly/4rDZg3M Subscribe to Real Estate Insiders Unfiltered on YouTube! https://www.youtube.com/@RealEstateInsidersUnfiltered?sub_confirmation=1 To learn more about becoming a sponsor of the show, send us an email: [email protected] You asked for it. We delivered. Check out our new merch! https://merch.realestateinsidersunfiltered.com/ Follow Real Estate Insiders Unfiltered Podcast on Instagram - YouTube, Facebook - TikTok. Visit us online at realestateinsidersunfiltered.com. Link to Facebook Page: https://www.facebook.com/RealEstateInsidersUnfiltered Link to Instagram Page: https://www.instagram.com/realestateinsiderspod/ Link to YouTube Page: https://www.youtube.com/@RealEstateInsidersUnfiltered Link to TikTok Page: https://www.tiktok.com/@realestateinsiderspod Link to website: https://realestateinsidersunfiltered.com This podcast is produced by Two Brothers Creative. https://twobrotherscreative.com/contact/

What if the biggest misunderstanding in real estate is when the agent's job actually begins? In this episode, James and Keith sit down with Sheila Reddy, Founder and CEO of Mosaik, to challenge one of the most common assumptions in the industry that agents step in after the home search. Drawing from her experience as a buyer, seller, investor, and operator, Sheila breaks down why the real value of an agent should start long before a client clicks on a listing. From confusing search experiences to unclear decision-making, she explains why most of the process is built around transactions not people. The conversation explores what great agents actually do differently, how to guide clients through better decisions, and why the future of real estate belongs to those who can create clarity, not just access. Connect with Sheila on LinkedIn. Learn more about Mosaik on Instagram and online at mosaik.io. Subscribe to Real Estate Insiders Unfiltered on YouTube! https://www.youtube.com/@RealEstateInsidersUnfiltered?sub_confirmation=1 To learn more about becoming a sponsor of the show, send us an email: [email protected] You asked for it. We delivered. Check out our new merch! https://merch.realestateinsidersunfiltered.com/ Follow Real Estate Insiders Unfiltered Podcast on Instagram - YouTube, Facebook - TikTok. Visit us online at realestateinsidersunfiltered.com. Link to Facebook Page: https://www.facebook.com/RealEstateInsidersUnfiltered Link to Instagram Page: https://www.instagram.com/realestateinsiderspod/ Link to YouTube Page: https://www.youtube.com/@RealEstateInsidersUnfiltered Link to TikTok Page: https://www.tiktok.com/@realestateinsiderspod Link to website: https://realestateinsidersunfiltered.com This podcast is produced by Two Brothers Creative. https://twobrotherscreative.com/contact/

Who actually survives when the real estate market slows down? In this episode, James Dwiggins and Keith Robinson sit down with Jack Miller for a wide-ranging conversation about the forces shaping the next phase of residential real estate. Drawing on research analyzing the top 1,000 brokerages, Jack shares what the strongest companies do differently and why market downturns tend to separate durable businesses from fragile ones. The conversation explores industry consolidation, MLS consolidation, AI, mortgage companies entering real estate, and the market cycles that influence every brokerage and agent. And at the end, Jack answers one simple question: if you were building in today's market, what would you focus on? His answer might be the most important takeaway of the entire episode. Links mentioned during the episode: https://www.zillow.com/news/zillow-becomes-first-real-estate-app-in-chatgpt/ https://youtu.be/7pVtHyjvTg4 https://youtu.be/7A67sotkGZ8 https://www.ebay.com/itm/376986998992 Connect with Jack on LinkedIn - Facebook. Check out T3 Sixty on LinkedIn - Instagram - Facebook and online at t360.com. Other T3 Sixty resources: News: www.realestatenews.com Trends Report: www.t3trends.com Real Estate Almanac: www.realestatealmanac.com Subscribe to Real Estate Insiders Unfiltered on YouTube! https://www.youtube.com/@RealEstateInsidersUnfiltered?sub_confirmation=1 To learn more about becoming a sponsor of the show, send us an email: [email protected] You asked for it. We delivered. Check out our new merch! https://merch.realestateinsidersunfiltered.com/ Follow Real Estate Insiders Unfiltered Podcast on Instagram - YouTube, Facebook - TikTok. Visit us online at realestateinsidersunfiltered.com. Link to Facebook Page: https://www.facebook.com/RealEstateInsidersUnfiltered Link to Instagram Page: https://www.instagram.com/realestateinsiderspod/ Link to YouTube Page: https://www.youtube.com/@RealEstateInsidersUnfiltered Link to TikTok Page: https://www.tiktok.com/@realestateinsiderspod Link to website: https://realestateinsidersunfiltered.com This podcast is produced by Two Brothers Creative. https://twobrotherscreative.com/contact/

What separates agents who build real businesses from those who stay stuck selling just a few homes each year? In this episode, James and Keith sit down with Lisa Chinatti, broker-owner of Chinatti Realty Group, to unpack the mindset and systems that helped her go from selling a handful of homes per year to closing 82 transactions as a solo agent and eventually building a brokerage with over 100 agents. Lisa shares the daily prospecting habits that changed her career, why booking appointments became her single most important metric, and how treating real estate like a real business transformed her results. They also dive into leadership, building a team, running an in-house ISA department, and why diagnosing problems in your business before trying to fix them is critical. If you want practical strategies for building a sustainable real estate business, this episode delivers. Connect with Lisa on LinkedIn - Facebook - Instagram. Stay ahead of the market with insights from Zillow's Consumer Trends Report. This annual research breaks down what buyers and sellers are actually doing — and what they expect from their agents. With 55% of buyers being repeat buyers, yet only 13% using their previous agent again, the message is clear: past performance doesn't guarantee future loyalty. Even more telling, nearly half of buyers and over half of sellers hire the first agent they contact. Today's clients prioritize pricing strategy, negotiation expertise, and a seamless, organized offer process. If you want to position yourself as the agent they choose in 2026, start with the data. Explore the full report and put these insights to work in your business. https://bit.ly/4rDZg3M Subscribe to Real Estate Insiders Unfiltered on YouTube! https://www.youtube.com/@RealEstateInsidersUnfiltered?sub_confirmation=1 To learn more about becoming a sponsor of the show, send us an email: [email protected] You asked for it. We delivered. Check out our new merch! https://merch.realestateinsidersunfiltered.com/ Follow Real Estate Insiders Unfiltered Podcast on Instagram - YouTube, Facebook - TikTok. Visit us online at realestateinsidersunfiltered.com. Link to Facebook Page: https://www.facebook.com/RealEstateInsidersUnfiltered Link to Instagram Page: https://www.instagram.com/realestateinsiderspod/ Link to YouTube Page: https://www.youtube.com/@RealEstateInsidersUnfiltered Link to TikTok Page: https://www.tiktok.com/@realestateinsiderspod Link to website: https://realestateinsidersunfiltered.com This podcast is produced by Two Brothers Creative. https://twobrotherscreative.com/contact/

What does real estate actually look like without an MLS? In this episode, James Dwiggins and Keith Robinson sit down with Todd Cutter, broker-owner of 2Costa Rica Real Estate, to explore how real estate works in a country where agents operate without centralized listing data, standardized addresses, or a shared marketplace. Todd shares what it's like building a successful brokerage in Costa Rica, how agents collaborate without a traditional MLS, and why reliable data and cooperation matter more than most agents realize. The conversation also dives into international buyers, second-home markets, and the lifestyle shifts driving more Americans to consider Costa Rica. If you want to understand what real estate might look like without an MLS and why that matters, this episode is for you. Connect with Todd on LinkedIn. Check out 2Costa Rica Real Estate on Instagram and 2costaricarealestate.com. Is your real estate business building equity or just paying the bills? At FirstTeam® Real Estate, Behind the Agent™ means putting real ownership in your hands. This isn't about stacking commissions, it's about building something that lasts. You stay the face of your brand. We bring the strategy, marketing, leadership, and infrastructure to scale it. No franchise caps. No growth ceilings. Just the freedom to run your business like a business. We're not building a roster. We're building real careers. Break the glass ceiling. Own your future. Explore agent ownership opportunities at: https://firstteam.com/inman Stay ahead of the market with insights from Zillow's Consumer Trends Report. This annual research breaks down what buyers and sellers are actually doing — and what they expect from their agents. With 55% of buyers being repeat buyers, yet only 13% using their previous agent again, the message is clear: past performance doesn't guarantee future loyalty. Even more telling, nearly half of buyers and over half of sellers hire the first agent they contact. Today's clients prioritize pricing strategy, negotiation expertise, and a seamless, organized offer process. If you want to position yourself as the agent they choose in 2026, start with the data. Explore the full report and put these insights to work in your business. https://bit.ly/4rDZg3M Subscribe to Real Estate Insiders Unfiltered on YouTube! https://www.youtube.com/@RealEstateInsidersUnfiltered?sub_confirmation=1 To learn more about becoming a sponsor of the show, send us an email: [email protected] You asked for it. We delivered. Check out our new merch! https://merch.realestateinsidersunfiltered.com/ Follow Real Estate Insiders Unfiltered Podcast on Instagram - YouTube, Facebook - TikTok. Visit us online at realestateinsidersunfiltered.com. Link to Facebook Page: https://www.facebook.com/RealEstateInsidersUnfiltered Link to Instagram Page: https://www.instagram.com/realestateinsiderspod/ Link to YouTube Page: https://www.youtube.com/@RealEstateInsidersUnfiltered Link to TikTok Page: https://www.tiktok.com/@realestateinsiderspod Link to website: https://realestateinsidersunfiltered.com This podcast is produced by Two Brothers Creative. https://twobrotherscreative.com/contact/

What happens when the MLS collides with Big Tech? In this episode, James Dwiggins and Keith Robinson sit down with Amit Kulkarni (formerly Realtor.com and Bright MLS) to unpack the power struggle shaping real estate right now; platforms, MLS organizations, brokerages, and Wall Street-backed players all fighting for leverage. They break down the Compass–Rocket–Redfin move, why data, not just listings, may be the real battleground, and how AI could accelerate every pressure point already building in the industry. If you want to understand where real estate may be headed next, this episode is for you. Links mentioned during the episode: The MLS Playbook from Alloy https://alloy-advisors.com/mlsplaybook/ Connect with Amit on LinkedIn. Learn more about Alloy Advisors at alloy-advisors.com. Subscribe to Real Estate Insiders Unfiltered on YouTube! https://www.youtube.com/@RealEstateInsidersUnfiltered?sub_confirmation=1 To learn more about becoming a sponsor of the show, send us an email: [email protected] You asked for it. We delivered. Check out our new merch! https://merch.realestateinsidersunfiltered.com/ Follow Real Estate Insiders Unfiltered Podcast on Instagram - YouTube, Facebook - TikTok. Visit us online at realestateinsidersunfiltered.com. Link to Facebook Page: https://www.facebook.com/RealEstateInsidersUnfiltered Link to Instagram Page: https://www.instagram.com/realestateinsiderspod/ Link to YouTube Page: https://www.youtube.com/@RealEstateInsidersUnfiltered Link to TikTok Page: https://www.tiktok.com/@realestateinsiderspod Link to website: https://realestateinsidersunfiltered.com This podcast is produced by Two Brothers Creative. https://twobrotherscreative.com/contact/