What does it take to make AI work in insurance, not just in a pilot, but in production?
In the latest episode of the Leadership in Insurance Podcast, host Alex Bonds sits down with Kyle, founder of Clearcover and the newly launched Dearborn Labs, for a candid conversation about the realities of AI adoption in the insurance industry.
Kyle brings a rare perspective: a decade of building one of insurance's most tech-forward carriers, and now a mission to bring those hard-won lessons to mid-market insurers everywhere. He shares how Clearcover achieved over 90% of claims intake through AI agents and 93% of policies found digitally - and why getting there was far harder than it looked.
In this episode, Kyle and Alex explore:
🔹 Why traditional AI pilots are \"a bridge to nowhere\" and what truly embedded implementation looks like instead
🔹 The \"last mile problem\" holding insurers back from real AI value
🔹 How mid-market carriers and MGAs are being underserved by legacy consulting models
🔹 What it takes to embed AI directly into production workflows, not just bolt it on
🔹 The mindset shift required to move from cost centre to P&L impact
With AI capabilities evolving at unprecedented speed, Kyle's message to the industry is unambiguous: \"there's no more time to wait.\" The technology is ready. The hard part is making it fit the business - and that's exactly what Dearborn Labs was built to solve.
Whether you're a carrier, MGA, or insurance leader trying to cut through the AI noise, this episode is essential listening.
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