In this episode of Risk & Revolution, Evy Amira and Mike Gulla host Amir Kabir, Founder & Managing Partner at Overlook VC and author of The Weekly Dose of Risk.

The discussion dives into one of the biggest unanswered questions in insurance and technology today:

What happens when AI moves from recommendation… to action?

Amir shares his perspective on:

• AI operational risk
• Silent AI exposure
• Model dependency risk
• Liability and governance challenges
• Autonomous systems and accountability
• Business interruption exposure
• Capital markets vs underwriting
• The future of insurance in an AI-driven world

The conversation also explores how AI is changing decision-making across regulated industries and why today’s liability frameworks were originally built around humans — not autonomous systems.

A thoughtful discussion on underwriting, AI, insurance, capital markets, and the future of risk.

Follow Amir Kabir and subscribe to The Weekly Dose of Risk for more insights on emerging technology and risk.