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Agentic Security: What Underwriters Need to Know in 2026
Autonomous AI agents are entering production at scale — and they bring a completely new attack surface that traditional cyber insurance questionnaires weren't designed to capture.
Michael Guiao
8 min read
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.
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.
Cyber Insurance Comparison: How to Evaluate and Compare Policies in 2026
Learn how to compare cyber insurance policies in 2026. Coverage limits, deductibles, exclusions, endorsements, top EU providers, and a buyer's checklist. Includes NIS2 impact on policy selection.
How Much Does Cyber Insurance Cost in 2026? A Pricing Breakdown for Underwriters and Buyers
Complete guide to cyber insurance pricing in 2026. Learn the key factors that determine premiums, from revenue size to security controls, with real market benchmarks for SMEs and mid-market companies.
Deepfake-Enabled BEC: The Claim Trend Underwriters Cannot Ignore
Business email compromise has been the most financially devastating category of cybercrime for years. Now deepfakes are supercharging that dynamic, and the claims data is starting to reflect it.
Introducing The Underwriter's Edge
A new weekly newsletter for cyber underwriters, risk engineers, and brokers who want to stay ahead of threats, regulations, and emerging risks.
The NIS2 Audit Crunch: What Underwriters Need to Know Before June 30, 2026
With the June 30, 2026 NIS2 compliance audit deadline approaching, cyber underwriters face a narrow window to reassess risk profiles across their entire European portfolio. Here is what the audit requirement means for how you evaluate, price, and write cyber coverage.
NIS2 Compliance Checklist for 2026: What Brokers Need to Verify Before Coverage Placement
Before placing cyber coverage for NIS2 in-scope clients, verify these 10 compliance checkpoints. Missing documentation is the most common coverage gap.
NIS2 and DORA: What Cyber Underwriters Need to Know
A practical breakdown of how the NIS2 Directive and DORA regulation affect cyber insurance underwriting in Europe.
NIS2 Penalties & Fines Explained: What Organizations Actually Face in 2026
NIS2 fines can reach €10 million or 2% of global annual turnover—whichever is higher. This breakdown explains exactly which penalties apply to essential vs important entities, what triggers enforcement, and how underwriters should factor penalty exposure into cyber risk assessment.
NIS2 Underwriting Questions: What Every Cyber Insurance Broker Should Ask
Practical Line 1, Line 2, and Line 3 underwriting questions for NIS2-exposed clients. Essential vs important entities. Coverage gaps brokers should flag.
NIS2 Underwriting Questions - Diagram Specifications
Mermaid and ASCII diagram specifications for NIS2 underwriting visual elements
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.
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.
Featured
NIS2 Penalties Explained: Essential vs Important Entities and What They Mean for Coverage
8 min read
NIS2 Underwriting Questions: What Every Cyber Insurance Broker Should Ask
14 min read
Agentic Security: What Underwriters Need to Know in 2026
8 min read
The NIS2 Audit Crunch: What Underwriters Need to Know Before June 30, 2026
10 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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