In this episode of Making Risk Flow, host Jake Harding speaks with Ross Wirth, Head of Strategic Tech Ecosystem at CyberCube, about why cyber insurance requires a new playbook for risk assessment. Ross explains how traditional underwriting struggles to keep pace with dynamic security environments and why real-time data visibility is now essential for identifying concentration risk, single points of failure, and systemic exposures such as cloud outages.
The conversation explores the shift from static applications to continuous monitoring, the balance between AI-driven insights and human judgment, and how to design underwriting strategies that prioritise prevention over post-incident repair. Whether you're an underwriter, broker, or cyber risk leader, this episode offers practical guidance on using data intelligently while preserving the relationship-driven core of insurance.
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