Why Generative AI Is Breaking Cyber Insurance—and What Risk Leaders Must Do Next

The promise of generative artificial intelligence (AI) is captivating: it automates content creation, accelerates decision-making, and unlocks new efficiencies across industries. But beneath this glittering facade lurks an existential threat that few executives acknowledge: these systems are introducing catastrophic risks that cyber insurance markets are neither prepared for—nor willing to underwrite fully. As insurers frantically scramble to recalibrate policies in light of AI-driven threats, risk executives face a stark choice: transform how they manage emerging digital risks or face potentially devastating uninsured losses.

John A. Wheeler

John A. Wheeler is the founder and CEO of Wheelhouse Advisors, a global risk management strategy and technology advisory firm. With over three decades of experience spanning executive management, finance, risk management, audit, and IT, John is a world-renowned expert in integrated risk management technology, executive leadership, and corporate governance.

https://www.linkedin.com/in/johnawheeler/
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When Encryption Isn't Enough—A Sidewalk Interview and a Global Wake-Up Call

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The Limits of Legacy GRC — Seven Reasons It Fails Modern Risk Management