How AI Is Changing Cyber Risk Assessment
A look at how AI and multi-agent systems are starting to transform the way we evaluate and underwrite cyber risk.
The cyber risk assessment process has been largely manual for years. An engineer reviews questionnaires, scans reports, checks configurations, and writes up findings. It works, but it doesn’t scale well.
Where AI Fits In
AI — especially multi-agent systems — can handle the repetitive parts: parsing scan results, cross-referencing compliance frameworks, drafting initial assessments. The engineer still makes the judgment calls, but the prep work happens faster.
What I’m Building
I’ve been experimenting with Google’s Agent Development Kit to build content automation tools. The same multi-agent patterns apply to risk assessment: one agent gathers data, another analyzes it, a third checks compliance, and a coordinator routes the workflow.
The Practical Reality
We’re not replacing risk engineers with AI. We’re giving them better tools so they can focus on the parts that actually require human judgment — understanding business context, assessing management commitment, and making underwriting recommendations.
For related analysis, see Why Your Cyber Risk Register Is Lying to You — And What to Do About It.
For related analysis, see The Uncomfortable Truth About Cyber Risk in 2026.
The technology is ready. The question is how quickly the industry adopts it.
Michael Guiao Michael Guiao founded Resiliently AI and writes Resiliently. He has CISM, CCSP, CISA, and DPO certifications — but let them lapse, because in the age of AI, knowledge is cheap. What matters is judgment, and that comes from eight years of hands-on work at Zurich, Sompo, AXA, and PwC.
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