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AI Agents
Living-Off-the-Land 2.0: How Autonomous AI Agents Are Weaponizing LOTL Tradecraft — And What It Means for Cyber Underwriting
The convergence of agentic AI and living-off-the-land attack techniques is collapsing three attacker constraints at once: cost, skill, and detectability. A deep analysis of demonstrated capabilities, real incidents, and the underwriting implications that should reshape your risk selection in 2026.
Michael Guiao
9 min read
AI · · 7 min read
AI in Cyber Underwriting: Attacker, Defender, and Underwriter Perspectives
Exploring how AI transforms cyber risk from three angles: how threat actors weaponize it, how security teams deploy it, and how underwriters must adapt their approach.
Incident Tracker · · 8 min read
LOTL 2.0 Incident Tracker: Documented Cases of AI-Augmented Living-Off-the-Land Attacks (2025–2026)
Living document tracking confirmed and suspected cases of autonomous or AI-augmented LOTL attacks in the wild. Updated as new evidence emerges. Includes attack chain analysis, tradecraft observations, and underwriting takeaways for each incident.
Ransomware · · 7 min read
Ransomware Attack Vectors in 2026: What Risk Managers Must Monitor
Ransomware groups have moved beyond phishing. Here are the five dominant attack vectors risk managers need to understand — and how each one changes the insurance equation.
Cyber Risk · · 4 min read
The Uncomfortable Truth About Cyber Risk in 2026
Five things I'm seeing in the threat landscape that most security leaders aren't talking about enough.
Threat Intel · · 5 min read
Weekly Threat Digest: Week 19, 2026
Week 19 threat digest: 179 threats tracked, 24 critical, 142 high severity. Analysis for cyber insurance professionals.
Threat Intel · · 7 min read
Weekly Threat Digest: Week 20, 2026
Week 20 threat digest: 197 threats tracked, 29 critical, 155 high severity. Cyber risk analysis with security audit signals for cyber insurance risk assessment professionals.
blog.featured
AI Tooling RCE: The Sublimit Layer Underwriters Rarely Underwrite
Cyber Insurance ·
9 min read
SolarWinds SAML Bypass: The IT Ticketing Supply-Chain Path
Cyber Insurance ·
9 min read
AM Best and S&P Flag Cyber Pricing Risks: What Underwriters Should Do at Renewal
Cyber Insurance ·
7 min read
One Salesforce Integration Breach Just Hit 200 Cyber Insureds
Cyber Insurance ·
8 min read
Premium Report
2026 Cyber Risk Landscape Report
24 pages of threat analysis, claims data, and underwriting implications for European cyber insurance.
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