Underwriting & AI
Insights on how AI and machine learning are transforming cyber insurance underwriting, risk assessment, and policy decisions.
AI
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.
Michael Guiao
7 min read
Newsletter · · 5 min read
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.
NIS 2 · · 10 min read
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.
NIS 2 · · 6 min read
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.
Cyber Risk · · 1 min read
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.
NIS 2 · · 14 min read
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.
NIS 2 · · 9 min read
NIS2 Underwriting Questions - Diagram Specifications
Mermaid and ASCII diagram specifications for NIS2 underwriting visual elements
Featured
NIS2 Penalties Explained: Essential vs Important Entities and What They Mean for Coverage
NIS 2 ·
8 min read
NIS2 Underwriting Questions: What Every Cyber Insurance Broker Should Ask
NIS 2 ·
14 min read
Agentic Security: What Underwriters Need to Know in 2026
Agentic AI ·
8 min read
The NIS2 Audit Crunch: What Underwriters Need to Know Before June 30, 2026
NIS 2 ·
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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