Author
Justin Benson
Co-Founder & CEO at Shilo
Justin Benson is a Tempe-based serial entrepreneur who fuses deep real-estate savvy with product-builder ingenuity. After swapping a planned medical career for tech and sales, he co-created the Gluch Group and scaled it from a two-person start-up to a multi-state brokerage that has closed thousands of homes, personally handling more than 200 deals himself. He then partnered to grow CalzaCo into Arizona’s top VA home-loan team serving Luke AFB families, proving his knack for operational systems that let agents outperform industry norms.
Leveraging those insights, Benson launched Bara Agency in 2022 as the first fractional-CTO service dedicated to large real-estate teams; the firm surpassed $2 million in ARR within eighteen months while steering marquee clients’ tech stacks. In 2024 he spun out Shilo, an AI “teammate” that listens to every call, coaches agents in real time, and syncs notes directly to the CRM. Shilo closed a $2.6 million seed round led by AZ-VC to accelerate its “Jarvis for real estate” vision, underscoring Benson’s mission to give agents back their time through smarter software.
Justin writes here about AI coaching, call quality, and the habits that separate top-converting agents from everyone else — grounded in what the call data actually shows.
Articles by Justin
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Introducing 1:1 Coaching: an AI Coach That Runs the 1:1 With Every Agent
Shilo 1:1 Coaching is an autonomous AI sales coach that runs a real voice-to-voice 1:1 with every…
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Introducing Signals: AI Personality Insights for Real Estate Agents
How Shilo Signals builds DISC personality profiles for real estate agents from real call recordings, then turns…
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The #1 Behavior That Makes a Lead 5.6x More Likely to Close
Contacts with a defined next step in the first 3 calls close at 9.0% vs. 1.6% without.…
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Your Agents Are Losing Deals on Every Call. You Just Can’t Hear It.
How to improve real estate agent call performance: analysis of 3 million+ calls reveals the specific behaviors…
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AI Coaching Case Study: 91% More Calls, 119 Deals Closed
DJ & Lindsey Real Estate grew outbound calls 119% and closed 119 deals in 4 months with…
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Note from JB: Seed Round Announcement
In 5 years, every top-performing real estate professional will have a trusted AI partner by their side.
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How AI Technology Transforms Real Estate Agent Calls in 2025
In 2025, phone calls still drive real estate, but scale and complexity are pushing teams toward AI.