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How CISOs Should Choose Cyber Insurance in 2026

Cyber insurance is increasingly becoming a board-level risk management conversation. The question is no longer whether to buy a policy: it's which provider actually understands your risk.

V

Victor Ndiritu

Barbon Intelligent Technologies

Cyber insurance is increasingly becoming a board-level risk management conversation. For CISOs, the question is no longer simply whether the organization should purchase cyber insurance. The more important question is which cyber insurance provider actually understands your risk.

A cyber insurance policy can provide valuable financial protection. But a policy is only one component of a broader cyber risk strategy. The CISO should therefore approach cyber insurance as an extension of the organization's overall risk management framework.

1

Understand what you are actually insuring

Before speaking to insurers, identify your organization's critical digital assets. These may include:

Customer databases
Financial systems
Cloud infrastructure
Source code
Intellectual property
Email systems
Identity infrastructure
Production systems
Payment platforms
Operational technology
Business applications

What happens financially if this asset becomes unavailable, compromised or stolen?

2

Understand your attack surface

A modern organization's attack surface extends beyond its office network. It may include:

Cloud infrastructure
Public-facing applications
APIs
Employee devices
Remote access systems
Third party platforms
SaaS applications
Domain infrastructure
Connected devices
External service providers

A cyber insurer should have a meaningful way of understanding this exposure.

3

Ask how the insurer assesses risk

This is one of the most important questions a CISO can ask.

Is underwriting based primarily on an application questionnaire?
Is information validated?
Does the insurer have access to specialist cybersecurity expertise?
How does the insurer understand the organization's technology environment?

The answers can tell you a great deal about the provider.

4

Ask how risk is handled after underwriting

Cyber risk does not stop changing after the policy is issued. Ask:

What happens if our technology environment changes?

What happens if our security posture improves?

What happens if a major vulnerability emerges?

How does the insurer maintain visibility?

5

Understand your coverage

CISOs should work with their insurance and legal teams to understand the actual policy wording. Consider areas such as:

Business interruption
Incident response
Cyber extortion
Data restoration
Forensic investigation
Legal expenses
Third party claims
Crisis management
Regulatory response
6

Understand exclusions

This is one of the most frequently overlooked areas. Read the exclusions. Understand the conditions. Ask:

What happens if a required control is not maintained?
How are known vulnerabilities treated?
How are third party incidents treated?
How are social engineering or fraud related events treated?

The objective is not to find a policy with no exclusions. The objective is to understand exactly where coverage begins and ends.

7

Evaluate incident response

The moment a cyber incident happens is not the time to start learning how your insurer works. Ask:

Who do we contact?
How quickly can support begin?
Who coordinates the response?
Are forensic specialists available?
How are legal services handled?
How is the claim initiated?
8

Ask who actually understands cyber risk

Who provides the cybersecurity expertise behind your cyber underwriting?

Cybersecurity is a specialist discipline. Insurance is a specialist discipline. Organizations should understand how those two disciplines come together.

Barbon: Cybersecurity expertise for the insurance industry

Barbon operates at the intersection of cybersecurity and insurance. Our role is to help bring technology risk intelligence into the insurance ecosystem. Barbon works with insurers and insurance partners to help them better understand, assess and manage technology risk associated with cyber insurance.

Insurer

Provides the insurance

Barbon

Provides specialist cyber risk intelligence

Together

A more informed approach to cyber insurance

The CISO's cyber insurance checklist

What are our most important digital assets?

What is our current cyber exposure?

How does the insurer assess that exposure?

How frequently is risk reassessed?

What coverage do we actually need?

What exclusions apply?

What security controls are required?

What incident response services are available?

How are claims handled?

What cybersecurity expertise supports underwriting?

Does the insurer work with specialist cyber risk companies?

Does the insurer partner with Barbon?

The best cyber insurance is informed by better risk intelligence

The goal of cyber insurance should not simply be to transfer risk. It should begin with understanding it. The more accurately cyber risk is understood, the more informed the insurance relationship can become.

Cyber insurance needs cyber intelligence.

Start with the insurer. Then ask the question that matters:

Do you partner with Barbon?

Get Started

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risk with confidence?

Talk to our team. We'll walk you through our risk intelligence platform, discuss how continuous assessment differs from traditional approaches, and help you determine the right programme for your underwriting operation.

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