The Machines Are Learning. Unfortunately, From Us.

We built AI on our own data, then got alarmed when it acted like us. An opinion on AI, agentic risk and who pays when the agent wanders off.

This essay originally appeared on “With Respect — Mostly,” Executive Editor Martin Hinton’s Substack, where he writes about a wide range of subjects, including cyber insurance and security. It has been adapted for Cyber Insurance News with additional reporting that ties it more directly to coverage we’ve done. Oh man. This was going to be … Read more

Adopted, Not Rehearsed: AI Incident Response In The 2026 ISACA Survey

Cyber Insurance News story on AI incident response showing a dark corridor with an exit sign and floor markings that stop short of the door

Eighty-seven percent of security teams now use AI in their operations. Sixty-four percent have never rehearsed an AI incident. Eight percent drill for one regularly. A plan nobody has run is a document, not a capability. Underwriters already know that distinction. It is why applications ask whether backups have been tested, not simply whether they … Read more

AI Security Spending Takes Priority. Most Budgets Stay Flat Or Shrink.

Glowing cyan cube beneath a black ceiling. Headline: “AI Takes Priority. Security Budgets Stay Tight.” Cyber Insurance News branding.

AI security spending has moved to the front of the queue. Most security leaders still face flat or shrinking budgets. IANS and Artico Search found that 69% of surveyed CISOs selected AI among their priorities for additional security funding. Respondents could choose several priorities. AI attracted the most selections. The organizations released their 2026 Security … Read more

AI Governance Gap: Mid-Market Firms Buy Cover – AI Rules Lag.

Cyan-lit walkway extends beyond its glass guardrails, illustrating the AI governance gap, with Cyber Insurance News website branding.

Nearly three-quarters of mid-market business owners say they buy cyber insurance. Almost a quarter report having no AI policies, controls, or oversight. Nationwide’s latest survey puts two measures of preparedness side by side. Insurance ownership reaches 73% among mid-market respondents. The share reporting no AI governance measures reaches 24%, twice the small-business figure. Nationwide publishes … Read more

AI Risk Monitoring Failed. Claude Explained The Evidence Away.

Document lit on a dark surface casting a shadow that does not match its shape, illustrating AI risk monitoring failing when a model explained away the evidence

“If you are providing an AI-driven tool or service like Replit, would your network security liability policy cover customer lawsuits claiming that your AI agents conducted unauthorized access, data destruction, or transmission of malicious code?” Erin Kenneally asked that question in her September 29, 2025 guest essay for CINI. Nearly a year later, Anthropic has … Read more

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