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Ep 304: Kyle Nakatsuji, CEO & Founder, Clearcover & Dearborn Labs

FNO: InsureTech · 2026-04-24 · 42 min

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Episode notes

In Episode 304 of the FNO: InsureTech Podcast, hosts Rob Beller and Lee Boyd welcome back Kyle Nakatsuji for his third appearance on the show. Kyle is the CEO and Founder of Clearcover and the founder of Dearborn Labs, a new venture focused on helping insurance organizations turn AI from strategy into execution. Kyle explains how Dearborn Labs helps carriers, MGAs, and agencies cut through AI noise, identify high impact use cases, and implement solutions that deliver real business results. Drawing on nearly a decade of deploying production AI, he shares practical insights from claims and operations, why execution and adoption matter most, and why waiting to act is becoming increasingly risky. Kyle also shares a brief update on Clearcover as it enters its tenth year, including improved underwriting results, a return to growth, and the launch of Clearcover Access in Florida. Key Highlights [03:05] Kyle Nakatsuji Returns for His Third Appearance Why this moment feels different for AI adoption across the insurance industry. [05:10] Clearcover at Ten Years How a renewed focus on underwriting discipline and loss ratios set the stage for growth.

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