<p>Most insurers are asking how to add AI to existing workflows.</p><p>Kyle Nakatsuji thinks that's the wrong question.</p><p>In this episode of Building Tomorrow's Insurer, Nigel Fellowes-Freeman sits down with the founder of Clearcover and Dearborn Labs to explore why the first wave of digital transformation in insurance may already be outdated.</p><p>After spending a decade building one of the world's best-known tech-native insurers, Kyle believes Agentic AI is forcing the industry to rethink everything from claims and underwriting to operating models and core systems.</p><p>Together they discuss:</p><p>• Why even modern insurers may need rebuilding for the AI era<br />• The difference between automation and agentic systems<br />• Why many AI initiatives stall between pilot and production<br />• The future of headless insurance platforms<br />• How AI changes the economics of underwriting and claims operations<br />• Whether insurers should build proprietary AI workflows or rely on vendors<br />• Why context, judgement and human relationships still matter<br />• The future of embedded insurance in an AI-native world</p><p></p><p>If you're a CEO, CIO, COO, Chief Claims Officer or transformation leader trying to understand what insurance operations could look like over the next five years, this conversation provides a practical look at what's changing now.</p><p></p><p>Topics:<br />Agentic AI in insurance, insurance digital transformation, AI claims automation, insurance operations, insurtech innovation, embedded insurance, AI underwriting, future of insurance technology, Clearcover, Dearborn Labs.</p>