Justin Benson headshot

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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