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Agentic AI

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

Agentic Security: What Underwriters Need to Know in 2026
Living-Off-the-Land 2.0: How Autonomous AI Agents Are Weaponizing LOTL Tradecraft — And What It Means for Cyber Underwriting
AI Agents · · 9 min read

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.

How AI Is Changing Cyber Risk Assessment
AI Ops · · 1 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.

Cyber Claims in 2026: Fewer Claims, Bigger Losses — The Severity Paradox
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 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.

Cyber Insurance Comparison: How to Evaluate and Compare Policies in 2026
Cyber Insurance Comparison · · 16 min read

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
Cyber Insurance · · 5 min read

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.

Cyber Insurance Exclusions: What's NOT Covered in 2026
Cyber Insurance · · 8 min read

Cyber Insurance Exclusions: What's NOT Covered in 2026

Critical guide to cyber insurance exclusions and coverage gaps. Learn what most policies don't cover, from unencrypted devices to nation-state attacks, and how to protect your business from blind spots.

Cyber Insurance for Small Businesses in Europe: The Complete 2026 Guide
Cyber Insurance · · 8 min read

Cyber Insurance for Small Businesses in Europe: The Complete 2026 Guide

Everything small and medium businesses in the EU need to know about cyber insurance in 2026. Learn what coverage you need, how much it costs, NIS2 requirements, and how to find the right policy for your budget.

Why Your Cyber Risk Register Is Lying to You — And What to Do About It
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.

Deepfake-Enabled BEC: The Claim Trend Underwriters Cannot Ignore
Cyber Risk · · 3 min read

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.

The €50,000 Domain That Could Bankrupt Your SMB: Why External Attack Surface Discovery Cannot Wait
Attack Surface · · 5 min read

The €50,000 Domain That Could Bankrupt Your SMB: Why External Attack Surface Discovery Cannot Wait

Your domain portfolio is your biggest attack surface - and most security teams have no idea what is exposed. Learn how to quantify your financial exposure in euros, not letter grades.

Cloud Outages, AI Fraud, and Supply Chain Attacks: The New Cyber Claims Frontier
Claims · · 8 min read

Cloud Outages, AI Fraud, and Supply Chain Attacks: The New Cyber Claims Frontier

From the CrowdStrike outage to deepfake $25M heists, the cyber claims landscape in 2026 looks nothing like 2023. Brokers must understand five emerging claim categories reshaping coverage.

NIS2 Compliance Checklist 2026: Complete Guide for the 2026 Deadline
NIS 2 · · 8 min read

NIS2 Compliance Checklist 2026: Complete Guide for the 2026 Deadline

Complete NIS2 compliance checklist with 70+ action items covering risk management, incident reporting, supply chain security, and governance. Essential preparation for EU enforcement.

NIS2 Compliance Checklist 2026: Complete Guide for Insurance Professionals
NIS2 Compliance Checklist · · 18 min read

NIS2 Compliance Checklist 2026: Complete Guide for Insurance Professionals

Complete NIS2 compliance checklist with requirements, deadlines, and implementation steps. Get your organization compliant with our expert guide.

NIS2 Directive: The Complete Compliance Guide for 2026
NIS 2 · · 9 min read

NIS2 Directive: The Complete Compliance Guide for 2026

Everything you need to know about NIS2 compliance in 2026: which sectors are affected, key requirements, deadlines, and how to prepare your organization for the EU cybersecurity directive.

NIS2 and DORA: What Cyber Underwriters Need to Know
Cyber Risk · · 2 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.

NIS2 Incident Reporting: 24-Hour, 72-Hour, and 1-Month Requirements Explained
NIS2 Incident Reporting · · 18 min read

NIS2 Incident Reporting: 24-Hour, 72-Hour, and 1-Month Requirements Explained

Complete guide to NIS2 incident reporting timelines, requirements, and procedures. Learn what must be reported, when, and to whom under the EU cybersecurity directive.

NIS2 Penalties & Fines Explained: What Organizations Actually Face in 2026
NIS2 Penalties · · 6 min read

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.

Ransomware Attack Vectors in 2026: What Risk Managers Must Monitor
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 and Cyber Insurance: What Policies Actually Cover in 2026
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 Underwriting Models in 2026: From Flat Premiums to Dynamic Risk Pricing
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.

The Resilience Stack™: A Five-Layer Framework for Cyber Insurance Risk Assessment
Resilience Stack · · 12 min read

The Resilience Stack™: A Five-Layer Framework for Cyber Insurance Risk Assessment

Introducing The Resilience Stack™ — Resiliently's proprietary framework that maps the full cyber risk journey from external threats to insurance readiness, with free assessment tools at every layer.

The Resilience Stack™: A 5-Layer Framework for Cyber Insurance Risk Assessment
Resilience Stack · · 21 min read

The Resilience Stack™: A 5-Layer Framework for Cyber Insurance Risk Assessment

Introducing the Resilience Stack™ — RESILIENTLY's proprietary framework for evaluating cyber risk across five layers: threat landscape, exposure surface, regulatory posture, financial impact, and insurance readiness.

The Security Rating Charade: Why Your $250,000 Tool Keeps You in the Dark
Security Ratings · · 6 min read

The Security Rating Charade: Why Your $250,000 Tool Keeps You in the Dark

SecurityScorecard, UpGuard, and Bitsight charge enterprises six figures for letter grades. But CISOs are discovering these ratings don't predict breach costs. Here's what's missing — and the growing movement toward financial-exposure-based risk assessment.

Akira Ransomware Exploits Webcams: New Attack Vector for Threat Actors
Cyber Risk · · 10 min read

Akira Ransomware Exploits Webcams: New Attack Vector for Threat Actors

Content about threat intel camera off akira deploys ransomware via webcam

The Uncomfortable Truth About Cyber Risk in 2026
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.

Weekly Threat Digest: Week 19, 2026
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.

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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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