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Context with Mike DelPrete
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Context with Mike DelPrete

Author: Mike DelPrete

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Conversations with industry leaders about the businesses and technologies changing real estate.
52 Episodes
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Scott Trench, CEO of BiggerPockets, and I bust myths about the U.S. rental market and the prevalence of institutional investors, dig into the minds of 17 million mom-and-pop investors, and discuss dance parties, opportunity through inefficiency, investor demographics, why tech isn't adopted, opportunities for investor-friendly agents, and the financial benefits of house hacking.
Chris Kelly, EVP at HomeServices of America, and I discuss the challenge of incumbency, why attaching mortgage is hard, Homes.com vs. Zillow, how NAR can improve, leading with transparency, the benefits of not being a tech company, why real estate is like farming, and the unintended consequences of the commission lawsuits.
Orly and I discuss the upcoming Real Estate Innovation Hub, a new event I'm hosting in Boulder, CO. As an attendee, Orly discusses why she applied, the benefit of collaborating with nine other industry leaders, which business challenges she wants to unpack, the intersection of tech + humanity, how demographics are impacting her business, and why she would invite the goddess of war and strategy to be an attendee.
David Mele, president of Homes.com, and I discuss Dunkin Donuts coffee, post-acquisition growth, lead gen hell, the 97% opportunity, innovator's dilemma, exclusive content, strategic clarity, what's in Andy's head, and what he would do if he were Zillow's CEO.
Dan Duffy, CEO of United Real Estate Group, and I discuss United's quiet growth story, agent migration, fancy-pants MBAs, M&A breakage, the 3 attributes of a successful partner, cultural incongruity, CEO scar tissue, positive disruption, founder equity, Calvinball, and minding the value gap.
Glenn Sanford, CEO and founder of eXp Realty, and I discuss morning rituals, the push/pull of a down market, where ideas originate, game-changing tech, going against conventional wisdom, the power of pure-plays, overcoming a crisis of confidence, the sell-side pivot, and how to screw anything up.
Robert Reffkin, CEO and founder of Compass, and I discuss caffeination strategies, connectivity > productivity, how Compass became #1, learnings about building tech, 3 things agents care about most, what makes smart people stupid, sending messages back in time, and culture as a competitive advantage.
Steve “Capz” Capezza, president at Side and former SVP at Zillow, and I discuss brokerage learnings, the inertia of community, agent power, picking a funnel, full-contact leadership, what’s fueling Side’s best year, the future of brokerage, and the most impactful piece of tech in real estate.
Nick Boniakowski, head of agent partnerships at Opendoor, and I discuss what makes a perfect partnership, competitors + cooperators, agent realizations, what people don't know about Opendoor, why circumventing the agent is bad, going from a press release to a product, running towards new things, and being unpopular in a tough industry.
Nicole Reznik, a "Summer School" attendee, and I interview each other and discuss deflating idea balloons, insight immaculate conception, why Zillow is a reliable Honda, Napoleon's Peninsular War, and what gives me hope for the future.
Scott Wright, from RealTrends Consulting, conducts about 200 brokerage valuations each year -- so he has a lot of data. Scott and I discuss if it's a good time to be in the brokerage business, the golden age of acquisitions, industry and agent consolidation, margin compression, cost-cutting trends, and the importance of strong leadership.
Pritesh Damani, CTO of Real Brokerage, talks about what's driving exponential growth, why no one talked to him for eight months, building useful AI products, super boring tech, the #1 job of all brokerages, competing where he can win, and his biggest challenge of the past year.
Jason Lytz, COO of Berkshire Hathaway HomeServices Drysdale (1,200 agents), and I discuss the always-evolving brokerage model, how to get agents to use tech, innovation strategy, and staying focused on what matters.
Josh (former president and chief innovation officer at Keller Williams) and I talk about the role of technology in a rapidly shifting brokerage landscape. Recorded Feb 9, 2023.
My daughter and I discuss my recent research on brokerage growth metrics. We talk about the key differences between low-fee brokers and legacy brokerages, different growth rates (and causes), and the importance of momentum when thinking about data.
A discussion with Orly Ripmaster, Front Range president of Colorado brokerage Slifer Smith & Frampton. We cover the pressures and advantages of being an independent brokerage, lessons learned from agent recruiting, and the oh so important first mile and last mile problem.
Rory Golod, President of Growth at Compass International Holdings, and I discuss what it's like to go from 20 agents to 340,000 across 120 countries, why the Rocket/Redfin partnership is about shifting the balance of power back to agents, not holding grudges against former adversaries, what he would do if he found $20 million in a briefcase, pre-marketing as a pricing tool (and the Halloween costume analogy), why being on the front lines is how you actually learn, the addictive habit of focus, and what really motivates Robert Reffkin.
Guy Gal, CEO and co-founder of Side, and I discuss why he was one of Zillow Preview's launch partners, the pre-marketing and iBuying parallel, why pre-marketing is a solution searching for a problem, the real problem nobody in the industry wants to address (too many part-time agents), how corporations extract value and small businesses create it, what the craft beer revolution teaches us about brokerage consolidation, why the gravity of real estate always pulls back to local, and why this is the last time he'll ever talk about pre-marketing.
Rocket's Joe Rath and I unpack the recently announced Compass & Redfin partnership, that, among other things, will see Compass's exclusive listings appear on Redfin.We cover the specifics of the deal and the "why" behind it all -- from what Rocket is trying to accomplish, to why Compass, and what happens when someone clicks the button. Joe makes a strong claim -- Rocket is playing to win -- and then lays out their rationale for this deal and everything else they're doing in the real estate space.
Emily Girard, CEO of Unlock MLS and the Austin Board of Realtors, and I discuss morning dopamine hits, how I ruined her weekend, the Google listings fiasco, why she hates being reactionary, why an MLS exists, why no one can force private listings, the “what’s best for the consumer” fallacy, what needs to change in VOW and IDX feeds, and why she wishes the industry never launched the clear cooperation policy.
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