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When Cyber Insurance Becomes a False Sense of Security
20.04.20266 min read

When Cyber Insurance Becomes a False Sense of Security

Aleksandar Bratic
Aleksandar Bratic

The business impact of cyberattacks has grown dramatically over the past decade, making cyber risk a core concern for organizations and insurers alike. In response, many companies purchase cyber insurance policies to transfer part of this risk. On paper, these policies promise broad coverage for a range of incidents. In practice, however, simply signing a policy does not guarantee protection.

When Cyber Insurance Becomes a False Sense of Security

Many organizations assume, "We have a policy, so we are covered." Unfortunately, this assumption is often incorrect. Effective use of a cyber insurance policy requires not only careful review of its terms but also an understanding of the operational, technical, and procedural requirements for activation. Equally important is ensuring that all relevant stakeholders within the organization know their roles and responsibilities in the event of an incident.

The Risk of Treating Cyber Insurance as a Paper Exercise

For several years, one of our clients had a cyber insurance policy in place that no one had reviewed in full. When asked, the organization could not explain how to activate the policy in case of incident or what evidence was required to receive support. Critical questions remained unanswered:

  • What incidents were covered?
  • Which security controls were prerequisites for the policy?
  • What steps were required to activate coverage without jeopardizing the claim?

The result was a false sense of security. Cyber insurance had become a "tick-the-box" exercise rather than a functional component of risk management.

The Ownership Gap Between Legal and Technical Teams

This gap is common in organizations where cyber insurance sits at the intersection of legal, compliance, and technical teams. Often, legal teams handle policy negotiation, while technical teams assume cyber insurance is a compliance issue. Without a clear owner to translate legal requirements into operational practice, policies remain dormant until a crisis occurs, which is precisely when clarity is most needed.

In this case, a DataArt cybersecurity expert facilitated alignment across legal, compliance, and technical teams. By acting as the operational owner of the policy, the expert translated legal language into actionable guidance for technical teams, creating a shared understanding of responsibilities and processes.

Preparing Cyber Insurance for Real-World Conditions

We conducted a comprehensive review of the client’s policy and developed a readiness and activation framework. The framework focused on five areas:

  1. Coverage scope
    Clarifying which scenarios were included and which were explicitly excluded.
  2. Required security controls
    Identifying the controls that had to be in place to maintain coverage. Some were well managed; others revealed maturity gaps that could jeopardize a future claim.
  3. Activation process
    Defining when and how the insurer must be notified, including timelines, contacts, and required information.
  4. Key conditions and limitations
    Documenting actions that could invalidate coverage if taken during an incident.
  5. Practical activation workflow
    Mapping responsibilities and step-by-step actions to be followed during a live incident.

This framework became a living operational document, enabling the client to act decisively in the event of a cybersecurity incident.

The Decisions That Matter in a Live Incident

While integrating the policy into the client's incident response procedure, a deeper issue emerged: the organization did not understand how cyber insurance was intended to operate during an active incident.

This mattered because the client operated with limited internal IT and cybersecurity resources and relied on several external providers. Multiple internet-facing systems were critical to the business. DataArt maintained some as a software partner, while other vendors managed network-level controls such as firewalls.

In such environments, ambiguity becomes a liability. Without clearly defined activation criteria and responsibilities, teams may delay notifying the insurer, collect insufficient evidence, or take actions that unintentionally invalidate coverage. External providers may not know when or how they are expected to support forensic investigation or insurer communication.

For cyber insurance to work in practice, organizations must understand not only what the policy covers, but how it operates across organizational and vendor boundaries during a live incident.

Embedding Insurance into Incident Response

We embedded the cyber insurance policy directly into the incident response framework and aligned all involved parties, including external providers and the insurer. This gave the client clear visibility into:

  • What was covered
  • What had to be maintained to preserve coverage
  • How and when the insurer should be engaged during and after an incident

We also addressed ambiguous policy language by preparing a structured list of questions and reviewing them with the client's CFO and the insurer. Together, we clarified activation steps, required data, approved communication channels, and evidence expectations.

Importantly, this work was completed approximately six months before policy renewal. As a result, the client entered renewal discussions with a clear understanding of the policy's operational value. The renewal process was straightforward, and the insurer offered improved services at the exact cost. Most importantly, cyber insurance transitioned from paperwork to practice.

Lessons for Security and Risk Leaders

Cyber insurance is not a "set and forget" solution. Its value depends entirely on whether your organization understands and can execute the contractual requirements in the event of an incident.

This requires someone, typically a cybersecurity expert, who can bridge the gap between legal language and operational reality. That person must translate contractual requirements into technical actions, align disparate stakeholders, and ensure that everyone understands their role before an incident occurs.

For mid-sized organizations, especially, cyber insurance offers real value by effectively outsourcing resource-intensive aspects of incident response. But only if you treat it as a working tool, not just a document in a filing cabinet.

Every incident response plan should include considerations for cyber insurance. Many organizations already have policies in place as part of broader risk management strategies. The question is whether those policies are ready for use.

Rethinking Cyber Insurance as Part of Security Architecture

Cyber insurance should be managed like any other technical control in your security architecture. It requires configuration, testing, and integration with existing processes. It demands clarity about dependencies, thresholds, and activation criteria.

This means a cybersecurity expert must review the policy thoroughly, understand its requirements from both legal and technical perspectives, and bring together the teams that will need to execute it. The alternative is a policy that provides comfort but no actual protection, serving as a risk management strategy in name only.

If your organization holds a cyber insurance policy, ask yourself: could we activate it tomorrow? Do we know what evidence to collect, who to contact, and what our obligations are? If the answer is uncertain, the policy may not be worth the premium you're paying.

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