VOICES OF
INSURTECH INSIGHTS
Stop Piloting. Start Embedding. The AI ROI Is Already There.
ft. Ben Dulieu, CIO & Chief Information Security Officer, Duck Creek TechnologiesJust as Duck Creek announced its acquisition of Send Technology Solutions – an AI-native underwriting orchestration engine behind more than $26 billion in Gross Written Premium. In this conversation, CISO Ben Dulieu explains the thinking behind the move: why agentic insurance only delivers real ROI when AI is embedded into core operational workflows, not bolted on from the periphery. He breaks down the orchestration layer making these agents auditable and compliant at scale, and doesn’t hold back on the industry’s real problem – two years of pilots and proof of concepts with almost nothing to show for it. His take? The biggest risk to insurance right now is being too afraid of risk to take the leap.
Kasparov vs Deep Blue: The Lesson Nobody Took From It
ft. Garry Kasparov, Chess Grand MasterIn 1997, Garry Kasparov lost to Deep Blue. It was headline news around the world. But what the headlines missed was what he did next. Instead of fighting the machine, he started thinking about how to work with it – and that shift changed everything. In this conversation, Kasparov brings three decades of human-vs-AI thinking to the insurance industry: why the leaders who rely too heavily on computers will lose, why those who ignore them will lose too, and why the only winning move is finding the right collaboration between human intuition and machine power.
30 Years in Underwriting. Here's What She Says AI Still Can't Replace
ft. Nancy Bewlay, EVP & Global Chief Underwriting Officer, AIGRecorded before her appointment as AIG’s Executive Vice President and Global Chief Underwriting Officer, this conversation with Nancy Bewlay hits differently now. With over 30 years in underwriting across Swiss Re, C.V. Starr, and AXA Group, Nancy breaks down how the world’s most disciplined underwriters think about climate risk, AI, and portfolio strategy in a market that never stops moving. Her take? AI is an asset – but curiosity is still the most important underwriting skill.
