Real Estate Insiders Unfiltered

Rajeev Sajja, SVP of Digital Marketing & Innovation at Berkshire Hathaway HomeServices Fox & Roach and Real Estate AI Flash host, advises brokerages and agents on practical AI use. He breaks down the three stages of AI, where real wins exist versus hype, why emotional intelligence still matters, and concrete ways agents can use AI as a second brain to save time and scale their work.

Meet Alicia Pittman, a former 16-year teacher turned Principal Broker who builds culture and mentors micro-teams, and Mike Hogan, founder who scaled The Hogan Group to ~80 agents and ~1,000 units a year. They discuss building micro-teams for mentorship and retention. They explain onboarding that filters quickly. They cover tech that supports human connection and a counter-recruiting approach to loyalty.

Every January, James Dwiggins and Keith Robinson go on record and hold themselves accountable. In this annual "Predictions + Report Card" episode, the dynamic duo looks back at what they got right (and wrong) about 2025… and lays out bold predictions for the year ahead. This year's predictions episode covers: What the Compass/Anywhere merger signals for the future of brokerage Why big players like Zillow and CoStar may make even bigger moves The death of clear cooperation? NAR's crossroads and MLS consolidation AI-powered agents, humanoid robots, and the tech shift no one's ready for Agent attrition, lawsuits, inventory wars, and private listing strategies James and Keith don't pull punches and they don't sugarcoat the data. This is your insider playbook for what's really happening in residential real estate. Links mentioned during the show: https://youtu.be/jqYxIsV_59g https://youtu.be/jWsHGDyKsCA https://youtu.be/XcO3OnRufpA https://youtu.be/I4VUBMamHuY https://youtu.be/p4kiwl2A_nI https://youtu.be/wGgzzj_ugf0 https://youtu.be/2G7GYoox63k 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: jessica@inman.com 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/

Damian Eales, CEO of Realtor.com and industry leader focused on MLS partnerships and consumer transparency. He tackles the housing affordability crunch and why first-time buyers are vanishing. He previews Realtor.com+ and how it reshapes agent-client collaboration. He warns about private listings masking inventory and the risks they pose to transparency and fair housing.

What happens when a former Zillow exec jumps back into production and builds one of the most successful teams in Northern California—from scratch? You get Colby Culbertson, founder and CEO of Culbertson & Gray Group at eXp. In this episode, James and Keith dive deep with Colby on: How he grew from 6 to 185 agents in 5 years Why he starts every recruiting call trying to talk people out of joining The one requirement his team must meet—or they're out The culture killers that quietly destroy teams Why "ego" is the real enemy of collaboration This episode is equal parts blueprint and gut check for leaders who actually want to scale something meaningful. Give your clients the competitive edge with Zillow's Showcase. Discover how this exclusive, immersive media experience—featuring stunning photography, video, virtual staging, and SkyTour—helps agents drive more views, saves, and shares. Agents using Showcase on the majority of their listings on Zillow list 30% more homes than similar non-Showcase agents. Learn how to stand out and become the agent sellers choose. https://www.zillow.com/agents/showcase/ Links mentioned in the episode: https://youtu.be/ZC2MLnd1Ylc Connect with Colby on LinkedIn. Learn more about Culbertson and Gray online at culbertsonandgray.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: jessica@inman.com 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/

Katie Hill, Founder and CEO of Unlisted, dives into the 'gray market' of real estate, where homes aren't listed but sellers may be open to offers. She shares how a pandemic poolside chat inspired her innovative platform connecting potential buyers and sellers. Hill highlights the value of homeowners controlling their listings and the lucrative opportunities for agents in this space. With insights on using direct mail effectively, she argues that agents should embrace this shift rather than fear it, paving the way for new conversations in real estate.

NYC real estate is not for the faint of heart. In this episode, James and Keith sit down with Scott Hustis, co-founder of Paradigm Advisory at Compass, to talk about how he built one of New York's top-performing real estate teams; one relationship at a time. Scott shares why he runs his team more like a wealth advisory firm than a brokerage, how he built a repeat-and-referral machine in one of the most cutthroat markets in the world, and why most agents simply aren't consistent enough to succeed. Plus, hear: The 9-year story behind his $61M Central Park sale What the "three-phase" marketing plan really looks like in NYC His thoughts on off-market listings, Zillow, and MLS politics The power of mentors, coaches, and long-term compounding If you're burned out, tempted to shortcut the process, or unsure how to build a sustainable business, this is a masterclass in patience, precision, and real trust-building. Give your clients the competitive edge with Zillow's Showcase. Discover how this exclusive, immersive media experience—featuring stunning photography, video, virtual staging, and SkyTour—helps agents drive more views, saves, and shares. Agents using Showcase on the majority of their listings on Zillow list 30% more homes than similar non-Showcase agents. Learn how to stand out and become the agent sellers choose. https://www.zillow.com/agents/showcase/ Connect with Scott on LinkedIn. Learn more about Paradigm on Instagram - LinkedIn and online Paradigm Website, Paradigm Advisory Video. 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: jessica@inman.com 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/

From the U.S. Marine Corps to running one of California's largest brokerages, Michele Harrington's leadership journey is anything but typical. Alongside Lauren Henss, a marketing powerhouse with a Chanel-to-Compass résumé, these two leaders are redefining what it means to build a modern, human-first brokerage. In this episode, James and Keith sit down with Michele (CEO) and Lauren (VP of Marketing & Strategic Initiatives) of FirstTeam Real Estate to unpack: The power of discipline and structure (and how the military shaped Michele's career) The "Behind the Agent" campaign and how it's producing a 90% retention rate What most agents get wrong about branding, TikTok, and storytelling How to build a brokerage with vision, heart, and standards Why women are still underrepresented in the real estate C-suite—and how that's finally changing This episode is packed with truth bombs, real laughs, and sharp takes on private listings, Zillow, MLS reform, recruiting strategies, and what it really takes to scale a business that lasts. Links mentioned in the episode: https://www.youtube.com/watch?v=yWSFJbCBsHM https://www.youtube.com/watch?v=grqWOEYGXSA Connect with Michele on LinkedIn. Connect with Lauren on LinkedIn. Learn more about FirstTeam Real Estate on Facebook - X - LinkedIn - YouTube - Instagram - Pinterest and online at firstteam.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: jessica@inman.com 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/

You can care too much and it can break you. That's one of the many leadership lessons Matt Delhougne shares in this episode. From police officer to running a 70-agent team in St. Louis closing nearly 1,000 deals a year, Matt has seen it all and survived it. James and Keith sit down with the Chief Vision Officer of DRG at eXp to unpack everything from burnout and broker models to MLS politics, Google's property data play, and the two tools that truly matter for agent success. They also dive into his unique zip-code based lead rotation system, team culture, agent recruitment, the illusion of control, and how agents can actually crack the SOI code (hint: it's not what your broker told you). This one's a masterclass in sustainable scale, servant leadership, and leading with heart without losing your mind. Give your clients the competitive edge with Zillow's Showcase. Discover how this exclusive, immersive media experience—featuring stunning photography, video, virtual staging, and SkyTour—helps agents drive more views, saves, and shares. Agents using Showcase on the majority of their listings on Zillow list 30% more homes than similar non-Showcase agents. Learn how to stand out and become the agent sellers choose. https://www.zillow.com/agents/showcase/ Connect with Matt on LinkedIn. Learn more about DRG on Facebook - Instagram - Zillow - Google. 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: jessica@inman.com 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 you hand the mic to the audience? You get an hour of raw, unfiltered, sometimes hilarious, sometimes profound truth from James and Keith. In this special "Ask Us Anything" episode, we answer your biggest—and weirdest—questions. From the future of AI and Zillow to team building, associations, pricing strategy, personal regrets, and the emotional toll of leadership, no topic is off-limits. You'll hear: Why they believe boutique brokerages will survive, but only if they adapt What James would do differently if he started over (and what Keith wouldn't change) Their honest take on the Compass/Anywhere acquisition How AI is changing everything and what won't be automated The one move associations should make to survive Plus: vulnerability, friendship, faith in the future, and a ton of laughs. This is the most personal episode yet and it's one every agent, broker, and leader should hear. Links mentioned in the episode: Charlie Wills episode: https://youtu.be/XcO3OnRufpA Anthony Young workshop: https://www.valuedaudit.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: jessica@inman.com 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/