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Why Cyber Insurance Claims Get Denied: Are Your Security Controls Documented?

Last updated:  Updated: September 4, 2026 | by Robyn Howes

Are you cyber-insurable?

Cyber Insurance Claim Readiness: Can You Prove Your Security Controls?

Cyber insurance can help protect businesses from the financial impact of ransomware, data breaches and other cybersecurity incidents, but qualifying for coverage increasingly depends on the security controls your organization has in place.

Getting a cyber insurance policy is only part of the equation. Businesses also need to maintain the cybersecurity controls represented on their application and be able to document those controls if a cyber incident leads to a claim.

Insurance carriers may evaluate everything from multi-factor authentication (MFA) and endpoint protection to backups, patch management, email security and employee cybersecurity training when determining eligibility, coverage and premiums.

Businesses are often paying more for less cyber insurance coverage while facing stricter cybersecurity requirements.

In this webinar, Robyn Howes, President of Certified NETS, Inc., a top managed IT services provider in St. Louis, MO, explains:

  • What it means to be cyber insurable
  • Why cyber insurance has become harder to obtain
  • Cybersecurity safeguards insurers commonly look for
  • How insurance carriers evaluate cybersecurity risk
  • Common reasons cyber insurance claims are denied
  • What businesses must do to remain cyber-insurable
  • Why documentation and ongoing cybersecurity management matter
  • How compliance frameworks like MFA, backups, and penetration testing affect coverage
  • Why ongoing cybersecurity governance and documentation matter
  • Steps businesses can take to identify and address gaps before applying for or renewing cyber insurance

This webinar is designed for business leaders, executives, and organizations that want to improve cybersecurity readiness while protecting their ability to obtain and maintain cyber insurance coverage.

Key Takeaways

  • Cyber insurance carriers increasingly expect businesses to demonstrate specific cybersecurity controls.
  • MFA, endpoint protection, secure backups and patch management can play an important role in cyber insurability.
  • Businesses should understand their current security posture before answering a cyber insurance application or renewal questionnaire.
  • Gaps in security controls can affect eligibility, premiums, coverage or policy terms.
  • An IT and cybersecurity assessment can help identify areas that should be addressed before the insurance application or renewal process.

Watch: Are You Cyber-Insurable?

Why Cyber Insurance Is Becoming More Difficult

Hacker in a hoodie representing a cyberattack

Cyber insurance carriers experienced major financial losses following years of ransomware attacks, business email compromise incidents, and rising recovery costs. In response, carriers increased premiums, reduced coverage, and introduced far stricter underwriting requirements.

Today, qualifying for cyber insurance often requires businesses to demonstrate mature cybersecurity practices, documented policies, employee training, and ongoing security validation.

What Does It Mean to Be Cyber-Insurable?

Being cyber-insurable means more than simply being able to purchase a cyber insurance policy. A business needs to understand the cybersecurity requirements associated with its coverage and be able to accurately represent the controls it has in place.

Requirements vary by insurer, policy, industry, and risk profile, but organizations may be asked detailed questions about how they protect accounts, endpoints, networks, email, data, and backups.

This makes it important to understand your cybersecurity environment before completing an application or renewal questionnaire rather than discovering gaps during underwriting or after an incident.

Common Cybersecurity Requirements for Cyber Insurance

Cybersecurity checklist for cyber insurance

Depending on the insurer and policy, businesses may be asked about cybersecurity controls such as:

  • Multi-factor authentication (MFA)
  • Endpoint detection and response (EDR)
  • Email security
  • Firewalls and network security
  • Data encryption
  • Patch and vulnerability management
  • Employee cybersecurity awareness training
  • Access controls and user account management
  • Secure, tested backups and disaster recovery
  • Incident response planning
  • Vulnerability assessments and penetration testing

The specific requirements will differ from one policy to another. Businesses should review the insurer's questions carefully and verify that their answers accurately reflect how their cybersecurity controls are actually configured and maintained.

Why Documentation and Validation Matter

Cybersecurity controls need to work in practice, not just exist on a checklist.

Organizations should be able to verify how important controls are configured and document relevant cybersecurity activities. Depending on the environment and insurance requirements, that could include MFA reports, endpoint protection status, patch compliance, backup testing, employee training records, vulnerability assessments, and incident response documentation.

It does not only matter what your business did. It matters what your business can prove.

This becomes particularly important when completing a cyber insurance application or renewal questionnaire. Inaccurate or outdated answers can create problems if the insurer later evaluates those representations following a cybersecurity incident.

The Role of Penetration Testing in Cyber Insurability

One of the strongest themes in the webinar is the importance of independent third-party penetration testing.

Penetration testing helps businesses identify vulnerabilities, validate security controls, and demonstrate ongoing compliance with cyber insurance requirements.

Independent testing also helps organizations identify gaps before a cyber insurance carrier discovers them during a claim review.

How Businesses Can Improve Cyber-Insurability

Periodic third-party penetration testing is how businesses verify ongoing compliance.

Businesses looking to strengthen cyber-insurability should:

  1. Review the insurer's current cybersecurity requirements.
  2. Verify that required security controls are actually implemented and properly configured.
  3. Identify and address gaps before completing the insurance questionnaire.
  4. Test critical controls, backups, and recovery procedures.
  5. Maintain documentation that demonstrates ongoing cybersecurity practices.
  6. Have the appropriate IT or cybersecurity professionals review technical questions before submitting responses.

Business leader reviewing cybersecurity compliance and cyber insurance readiness

Certified NETS can help organizations evaluate the technical cybersecurity controls referenced in cyber insurance applications and identify areas that may need attention. We do not provide insurance or legal advice, but we can help ensure that the technical information your organization provides accurately reflects its current IT and cybersecurity environment.

If your organization is approaching a policy renewal, use our Cyber Insurance Renewal Checklist to review the security controls, documentation, testing, and technical information you should verify before completing your renewal questionnaire.

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Category: Cybersecurity, Cybersecurity Insurance, Free Webinars, Webinars
Robyn Howes

About Robyn Howes

Robyn Howes is the President and visionary leader of Certified NETS, where she combines decades of experience in IT strategy, cybersecurity, and operations with a passion for building lasting client relationships. Named to CRN’s Women of the Channel Power Solution Provider list multiple times, Robyn leads with both innovation and integrity—bringing strategic focus and real-world expertise to every engagement. Read Robyn’s full bio »

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