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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
Claims · · 6 min read
Cyber Claims in 2026: Fewer Claims, Bigger Losses — The Severity Paradox
Cyber insurance claims frequency dropped 53% in early 2025 but average severity doubled for large accounts. What the data means for underwriters pricing risk in 2026.
Cyber Insurance · · 13 min read
Cyber Insurance Claims Process: Step-by-Step Guide for Filing and Settling Claims in 2026
Complete guide to the cyber insurance claims process — from incident detection to settlement. Learn notification deadlines, documentation requirements, common mistakes that delay payouts, and how to maximize your claim recovery.
Risk Register · · 9 min read
Why Your Cyber Risk Register Is Lying to You — And What to Do About It
Most cyber risk registers are compliance checklists with no connection to real threat data, real incidents, or real financial exposure. Here is how to build one that actually works for underwriting decisions.
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
NIS2 Ransomware Reporting Requirements: What Incident Response Teams Must Know
Under NIS2, ransomware incidents trigger mandatory reporting obligations with tight deadlines and personal liability for management. Here is the compliance playbook incident response teams need.
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.
Ransomware · · 5 min read
Ransomware Claims in 2026: What the Data Tells Underwriters About Pricing Risk
Ransomware claims frequency is shifting again in 2026. Here is what the latest data patterns mean for how underwriters price cyber risk, structure deductibles, and evaluate ransomware-specific endorsements.
Ransomware · · 7 min read
Ransomware and Cyber Insurance: What Policies Actually Cover in 2026
Cyber insurance policies are being rewritten in real-time as ransomware losses reshape the market. Here is what is covered, what is excluded, and what underwriters are demanding before they write the risk.
Ransomware · · 6 min read
Ransomware Underwriting Models in 2026: From Flat Premiums to Dynamic Risk Pricing
Cyber underwriters still using flat ransomware pricing are leaving money on the table. Here is how leading insurers are building dynamic pricing models using threat intelligence, sector exposure, and real-time data.
blog.featured
The Resilience Stack™: A Five-Layer Framework for Cyber Insurance Risk Assessment
Resilience Stack ·
12 min read
The Cyber Insurance Submission Crisis: 7 Reasons Brokers Can't Afford Manual Risk Assessments in 2026
Cyber Insurance ·
6 min read
Cyber Risk Quantification Tools 2026: The $50K Gap Between Free and Enterprise
Cyber Risk Quantification ·
4 min read
NIS2 Compliance Is Now an Underwriting Requirement — Every Broker's Duty of Care
NIS 2 ·
4 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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