Will Your Cyber Insurance Really Protect You When It Matters?
$5M denied claim in Hamilton proved that insurance is only as strong as the controls behind it. This checklist helps leaders ensure their policies deliver when it matters.
The Leadership Risk
As a senior leader, you carry the responsibility when something goes wrong. Many executives assume cyber insurance is the safety net for breaches, compliance gaps, or missed controls. The reality? Insurers are scrutinizing claims more than ever.
Why This Checklist Matters
The Cyber Insurance Alignment Checklist gives you a framework to:
- Test your coverage against reality – ensure obligations, compliance, and operations are aligned.
- See your liability clearly – identify where gaps could leave the business exposed.
- Protect shareholder value – reduce the risk of denied claims, fines, and reputational loss.
- Lead with confidence – engage insurers, regulators, and boards with evidence of alignment.
This is not a technical tool. It’s a leadership guide to help you ask the right questions, direct the right resources, and protect your organization’s future.
For 15 years, Datatel has helped boards, CFOs, and executives de-risk payment processes and strengthen compliance. As a PCI Level 1 Service Provider and PCI SSC Associate Participating Organization, we bring clarity to a complex landscape, helping leaders close the gaps that matter most.
The insights in this checklist are drawn from the same frameworks we use when advising enterprise and mid-market clients in healthcare, government, and financial services.
Download the Cyber Insurance Alignment Checklist
Fill out the form to access the checklist and take a proactive step in ensuring your policy truly protects your organization.
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