Hack the Box’s Gibb Witham: Measuring cyber readiness in the age of AI

In the AI era, cybersecurity is undergoing a fundamental shift as AI agents transform both the speed and scale of attacks.

In this interview, Gibb Witham, President and Chief Financial Officer of Hack The Box, explains why organizations must move beyond assumed AI capability toward measurable, validated cyber readiness for both humans and AI systems.

Drawing on real-world benchmarks, agentic AI testing, and hands-on training, Witham outlines how security teams can safely adopt AI by proving performance under pressure. The discussion highlights why the future of cybersecurity depends on training, testing, and reinforcing human and AI operators together before they are trusted in critical environments.

This segment is sponsored by Hack The Box.

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Show Notes: https://securityweekly.com/rsac26-4