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PODCAST

Real Estate Insiders Unfiltered

Real Estate Insiders Unfiltered

You talk about it privately - We talk about it publicly. This is the Real Estate Insiders Unfiltered Podcast. Running a real estate business is challenging, but understanding the industry, the players, and who"s affecting change can help you position your business for future success. Join us as we talk to industry leaders and influencers about the latest trends, strategies, and tactics for building a profitable and sustainable real estate business. This podcast is hosted by James Dwiggins and

business entrepreneurship

All Episodes

50:34

NAR's Marketing Chief Reveals the New Strategy for...

Real Estate Insiders Unfiltered ·

2026/02/23

After years of turbulence, lawsuits, and industry shakeups, the National Association of REALTORS is making a bold marketing reset. In this episode, James and Keith sit down with Bennett Richardson, Chief Marketing & Communications Officer at NAR, to unpack the strategy behind the new "More Than Opening Doors" campaign and what it signals about the future of the REALTOR brand. From rebuilding trust and breaking out of a bunker mentality to leveraging AI-driven media targeting and first-time homebuyer

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49:51

Get Out of Your Own Way: The Future of Brokerage with...

Real Estate Insiders Unfiltered ·

2026/02/18

What happens when two founders challenge the entire brokerage model? Guy Gal (Co-Founder & CEO of Side) and Hilary Saunders (Co-Founder & Chief Broker Officer) join James and Keith for a candid conversation about community, consolidation, private listings, and what it actually takes to scale a real estate business in today's market. They unpack: Why consolidation cycles repeat themselves in real estate The real story behind private listings (and why sellers should pay attention) How the

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53:50

Agent Series 25: The Lie That Keeps Agents Broke

Real Estate Insiders Unfiltered ·

2026/02/16

Kyle Whissel doesn't just lead one of the top real estate teams in the country—he's redefined what's possible with structure, systems, and relentless clarity. In this episode, James and Keith dive deep with the CEO of Whissel Realty Group (now Whissel Beer Group) to talk about everything from EOS and business operating systems to letting go of control, finding balance, and why agents are already part of a team (even if they don't know it). If you're still clinging to every task or unsure how to

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50:51

$18k to Millions: Why You Shouldn't Quit Real Estate

Real Estate Insiders Unfiltered ·

2026/02/11

From making $18k his first year to building a real estate empire, Brandon Brittingham pulls zero punches in this brutally honest conversation about business, investing, and the power of mindset. James and Keith go deep with Brandon, CEO, national speaker, and bestselling author on everything from building multiple 8-figure companies under one roof to the hard truths agents need to hear about wealth, risk, and identity. You'll hear why he believes "agents are already investors, they're just not

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45:11

Agent Series 24: Stop Chasing Leads: Why 'Boring'...

Real Estate Insiders Unfiltered ·

2026/02/09

Eric Bramlett isn't trying to be the flashiest brokerage in the country, just the best-run. In this episode, James and Keith sit down with the founder of Bramlett Partners to talk about the power of systems, the limits of online leads, and why "boring real estate" might just be the secret to building something scalable, profitable, and sustainable. Eric shares: How he scaled from solo producer to 148 agents and $750M in volume Why online leads are overrated (and SOI is the real goldmine) The

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55:34

AI, Robots & Real Estate: Futurist Steve Brown on...

Real Estate Insiders Unfiltered ·

2026/02/04

What's the real difference between a smart tool and an intelligent robot? In this special episode, AI futurist and author Steve Brown joins James and Keith to talk about the future of work, real estate, and humanity in an AI-powered world. They cover: Why agents won't be replaced—but do need to evolve The 4 waves of AI (generative, agentic, spatial, physical) The real threat (and opportunity) of humanoid robots How "AI alignment" is the single biggest challenge of our time Why the best

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47:16

Agent Series 23: Build Your Real Estate Grit:...

Real Estate Insiders Unfiltered ·

2026/02/02

In one of the rawest and most inspiring episodes yet, James and Keith sit down with Jeffery Mcgonigle, co-founder of Power Real Estate Group. From crying in his car to closing 560 deals and leading a 160-agent team, Jeffery shares how grit, structure, and clarity fueled his rise—and why "feelings aren't real" might be your new mantra. They go deep on: The 3-2-1 method that every agent should be using Why most agents live in a fog of activity (and how to clear it) How he scaled with virtual

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44:31

3 Years of ChatGPT: What Most Agents Are Still Missing

Real Estate Insiders Unfiltered ·

2026/01/28

Rajeev Sajja, SVP of Digital Marketing & Innovation at Berkshire Hathaway HomeServices Fox & Roach, joins James and Keith for one of the most forward-looking, practical, and real conversations about AI in real estate you'll ever hear. From replacing agents to empowering them, Rajeev explains where AI is actually delivering results today and where the hype still outweighs the help. This episode goes deep on what makes an agent "AI-fluent," how brokers can build systems that support scale, and why

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45:33

Agent Series 22: The 'Micro Team' Strategy That Sold...

Real Estate Insiders Unfiltered ·

2026/01/26

From a Craigslist ad to a 1,000-unit-a-year powerhouse, The Hogan Group's journey is anything but ordinary. In this episode, James and Keith sit down with Mike Hogan (Founder) and Alicia Pittman (Principal Broker & President) to unpack how they've scaled their Virginia-based team to 80 agents across multiple markets without sacrificing culture, accountability, or profitability. They break down: Why micro-teams are the secret to mentorship, retention, and scale The onboarding expectations that

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46:48

AI, Lawsuits & MLS Shakeups: 2026 Real Estate...

Real Estate Insiders Unfiltered ·

2026/01/22

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

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59:17

Housing Crisis, Private Listings & The New...

Real Estate Insiders Unfiltered ·

2026/01/22

Damian Eales, CEO of Realtor.com, joins James and Keith for a no-punches-pulled conversation on the future of the MLS, the dangers of private listings, and why the real estate industry needs to stop the infighting and start serving the consumer. In this episode, Damian unpacks: The housing affordability crisis and why we're running out of first-time buyers How the new Realtor.com+ platform is reshaping agent-client collaboration Why private listing networks could spark the next wave of fair

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48:15

Agent Series 21: He Quit Zillow to Build a Real...

Real Estate Insiders Unfiltered ·

2026/01/20

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

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50:58

The Secret 'Gray Market' of Real Estate Inventory

Real Estate Insiders Unfiltered ·

2026/01/14

What if "not for sale" didn't mean "not interested"? In this episode, James and Keith sit down with Katie Hill, founder and CEO of Unlisted, a startup turning heads and headlines by unlocking the hidden inventory between "just browsing" and "for sale." Katie's background in direct mail, digital marketing, and startup advising uniquely positioned her to spot a massive opportunity in the market: homeowners who might sell, just not yet. Unlisted isn't trying to replace real estate agents; it's giving

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52:58

Agent Series 20: Inside the Rise of Compass: A...

Real Estate Insiders Unfiltered ·

2026/01/12

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

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54:49

Leading with Grit & Grace: Real Talk with FirstTeam's...

Real Estate Insiders Unfiltered ·

2026/01/07

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

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49:47

Agent Series 19: Cruise Control Leadership: Matt...

Real Estate Insiders Unfiltered ·

2026/01/05

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

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50:03

Ask Us Anything: Real Estate, AI, Mistakes & the Future

Real Estate Insiders Unfiltered ·

2025/12/31

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

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49:41

Agent Series 18: From Door-to-Door to Real Estate Empire

Real Estate Insiders Unfiltered ·

2025/12/29

Cleve Gaddis didn't just build a real estate business, he built a legacy. From selling vacuums door-to-door to creating a trademarked, systemized team model in Atlanta, Cleve's story is packed with practical wisdom, hard-won lessons, and big laughs (yes, he brings a sword). In this episode, James and Keith sit down with Cleve to unpack how he's structured a sellable, scalable real estate business, why systems beat hustle, and how rejection actually made him stronger. He shares why he trademarked his

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46:00

How AI Will Transform Real Estate (Faster Than You...

Real Estate Insiders Unfiltered ·

2025/12/25

You're not going to lose your job to AI. But is someone using AI better than you? That's a different story. In this episode, James and Keith sit down with Biju Ashokan, CEO of Radius Agent, for one of the most thought-provoking AI conversations we've had yet. Biju brings a deep tech background (Carnegie Mellon grad, by the way) and a bold vision for how artificial intelligence will reshape real estate. From proactive assistants to fully automated client nurture, this isn't science fiction — it's

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51:45

Agent Series 17: Tom Toole's Real Estate Playbook:...

Real Estate Insiders Unfiltered ·

2025/12/22

There's no magic in real estate, just discipline, standards, and execution. In this episode, James and Keith sit down with East Coast powerhouse Tom Toole to talk about what really drives success in today's market. From building a 50+ agent team to running a hyper-efficient operation with a deep focus on agent development, Tom breaks down exactly how he's scaled, where most team leaders go wrong, and the boring-but-powerful habits that move the needle. You'll hear: The 4 things agents should do

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202 results

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