How to Turn Your Conversations into Higher Conversions w/ Justin Benson
Release Date: 11/20/2025
The 13% Podcast
Most of us spent 2025 focused on what got harder in real estate. But while everyone was focused on survival, a massive new opportunity was coming into focus. Technology has evolved and stacked to remove the limits that agents, teams, and brokerages have faced for decades. AI and new platforms now allow us to do things that used to be really hard, flat-out impossible, or took years to pull off. In 2026, new capabilities will reshape market share for agents who are willing to adapt, test, and move early. Scaling our businesses (even across states) is more affordable. We can use team...
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Conversations are the heartbeat of our business… and also the biggest blind spot we have. We live and die by the quality of what our people say on the phone, in a consult, or across a kitchen table, yet it’s the one part of the job we almost never see. We can track dials, leads, pipeline, and appointments all day long, but the real work, the tone, the timing, the questions, the confidence happens in a space we’ve never had true visibility into. And we feel the pain of that every time an agent swears their listing appointment went “great,” only to walk out without the...
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In this current market, every real estate agent’s deepest fear isn’t losing their next commission; it's extinction, being replaced, or getting forced out of the industry. Whether it’s because of lawsuits, AI, or market shifts, can our businesses survive when the playbook that worked for years suddenly feels outdated? What no one tells you is that this isn’t just a new-agent problem. Even seasoned agents with decades in the business go through the same gut-punch moment when they wake up and realize: “I don’t know how to win in this market anymore.” One day you’re the...
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In real estate, everyone talks about scale like it’s just a matter of adding agents or buying more leads. But the truth is, most leaders never really scale. They just build a bigger version of their own job. They’re still carrying all the weight, doing all the production, and wondering why their team is failing to thrive. The deeper problem is that most leaders confuse activity with growth. They chase five strategies at once, dabble in new lead sources, and hire quickly without clarity. What they end up with is a revolving door of agents, wasted money, and no leverage. ...
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In real estate, everyone talks about the wins: the closings, the volume, the big paydays. But just as much a part of this business are the challenges. The clients who reject you, the seasons where business is slow, or the moments when life gets in the way, whether it’s parenting, loss, or personal struggle. And that’s the real difference between the 87% who quit and the 13% who last. The 13% treat those challenges differently. They don’t hide from them; they’re transparent about them. That honesty not only makes them more authentic. It also attracts clients who resonate...
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info_outlineConversations are the heartbeat of our business… and also the biggest blind spot we have. We live and die by the quality of what our people say on the phone, in a consult, or across a kitchen table, yet it’s the one part of the job we almost never see.
We can track dials, leads, pipeline, and appointments all day long, but the real work, the tone, the timing, the questions, the confidence happens in a space we’ve never had true visibility into.
And we feel the pain of that every time an agent swears their listing appointment went “great,” only to walk out without the listing and no clear understanding of what actually happened.
Conversations have always been the black box of real estate: crucial, unpredictable, and completely invisible.
Until now.
AI is finally giving us the ability to watch the “game film” of our business for the first time. To coach on what actually happened in the conversation, rather than what we were told happened. How can AI give us more insight into our conversations? How should agents be thinking about AI today?
In this episode, we’re joined by Justin Benson, founder of Shilo, the AI helper built specifically for real estate conversations. Justin breaks down how top performers are using conversation intelligence to coach at scale, and what happens when AI handles the busywork so we can focus on the client.
About the Guest
Justin Benson is a real estate operator turned tech innovator who's transforming how top-performing teams sell homes. After scaling the Gluch Group across three states and personally closing hundreds of transactions, Justin saw firsthand the hurdles that slow agents down - and set out to solve them. He launched Bara Agency, a fractional CTO consultancy dedicated to simplifying complex tech stacks for large real estate teams. Building on that momentum, Justin introduced Shilo AI, an AI-driven assistant that delivers real-time call coaching and seamlessly automates CRM management, enabling elite agents to close more deals, faster. Passionate about empowering agents nationwide, Justin is on a mission to help real estate professionals break through productivity ceilings and dominate their markets. Visit https://www.shilo.ai/ to learn more or follow @shilo.ai on Instagram.
About Your Hosts
Lance Billingsley is a seasoned real estate professional with over a decade of experience in agent development and business coaching. Since January 2021, he has served as the Vice President of Agent Development at Navi Title Agency, where he leverages his extensive industry knowledge to mentor and support real estate agents. Before his tenure at Navi Title, Lance co-owned a top-performing real estate team at Realty ONE Group, achieving recognition as one of the company's top five teams. He also served as a business coach for Tom Ferry.
Dave Richards is a well-respected business coach working with CEOs, entrepreneurs, mortgage and real estate professionals, and others. With over 25+ years of executive leadership experience, he coaches and consults with the top professionals and organizations in their respective industries. Capitalizing on his certifications in Human Behavior, he specializes in building and optimizing high-performance teams and tackling difficult decisions that hold his clients back. He easily connects with entrepreneurs to help identify and communicate their vision, define their culture, and increase their profits and growth in today’s dynamic marketplace.