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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

AI in Cyber Underwriting: Attacker, Defender, and Underwriter Perspectives
Cyber Insurance Buying Guide 2026: What Every Business Needs to Know
Cyber Insurance · · 7 min read

Cyber Insurance Buying Guide 2026: What Every Business Needs to Know

A practical guide to choosing the right cyber insurance policy in 2026. Covers NIS2 compliance, key coverage areas, common exclusions, and how to get the best terms.

Introducing The Underwriter's Edge
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.

NIS2 Intelligence Digest — BSI Enforcement Activated, Penalty Calculators Updated
NIS 2 · · 4 min read

NIS2 Intelligence Digest — BSI Enforcement Activated, Penalty Calculators Updated

Weekly intelligence on NIS2 enforcement, supervisory activity, and cyber insurance market developments across the EU.

The NIS2 Audit Crunch: What Underwriters Need to Know Before June 30, 2026
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.

NIS2 Compliance Checklist for 2026: What Brokers Need to Verify Before Coverage Placement
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.

NIS2 Penalties Explained: Essential vs Important Entities and What They Mean for Coverage
NIS 2 · · 8 min read

NIS2 Penalties Explained: Essential vs Important Entities and What They Mean for Coverage

NIS2 fines range from €7M to €10M depending on entity classification. Understand essential vs important entity penalties and how compliance posture affects cyber insurance pricing.

NIS2 Underwriting Questions: What Every Cyber Insurance Broker Should Ask
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.

Ransomware Claims in 2026: What the Data Tells Underwriters About Pricing Risk
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.

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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