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Cyber Insurance Readiness

Map your security controls to carrier questionnaires, answer underwriting accurately, and present your posture clearly. Advisory-only, with no guarantees of premium or approval.

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What Cyber Insurance Readiness Is

Cyber insurance applications have become detailed security questionnaires. Carriers now ask pointed questions about multifactor authentication, endpoint detection, backups, incident response, and email security, and inaccurate answers can create serious problems when a claim is filed.

CyberCascadia helps you understand what carriers are really asking, maps your current controls against those expectations, and helps you answer accurately and present your posture well. We are advisory-only. We do not sell coverage, do not sell the tools carriers ask about, and we make no promises about your premium or whether you will be approved.

Who It Is For

Organizations buying cyber insurance for the first time, facing a renewal, or working through a questionnaire they are not sure how to answer accurately. If your application asks about controls you cannot confidently confirm, or your broker has flagged gaps, this engagement gives you clarity.

We work with businesses across healthcare, defense contracting, professional services, construction, and financial services, alongside their existing MSP or IT team.

Business Problems It Solves

  • You are unsure how to answer a cyber insurance questionnaire accurately.
  • You want to avoid the risk of a claim being challenged due to inaccurate application answers.
  • You do not know which controls carriers expect or where your gaps are.
  • Your renewal is approaching and you want to present your posture clearly.
  • You need an independent view, separate from anyone selling you tools or coverage.
What Is Included

Clarity before you sign the application.

Tailored to your carrier, your questionnaire, and your renewal timeline.

Control Mapping

Your current controls mapped against the areas carriers commonly require: MFA, EDR, backups, incident response, email security, and privileged access.

Questionnaire Support

Help answering the security sections of underwriting questionnaires accurately, with supporting evidence assembled for your broker and carrier.

Gap Identification

Clear identification of where your posture falls short of typical carrier expectations, with practical guidance on closing the gaps.

Posture Positioning

A clear, accurate summary of your security program that helps you present your organization well during underwriting.

MSP Coordination

We translate carrier requirements into specific tasks for your MSP or IT team so the right controls get implemented.

Broker Collaboration

We work alongside your insurance broker, providing the security context they need to position your application effectively.

What Is NOT Included (By Design)

CyberCascadia does not sell insurance, does not sell or install the tools carriers ask about, and does not manage any IT systems. We do not guarantee premium reductions, coverage approval, or any specific underwriting outcome. Those decisions rest entirely with the carrier.

This independence is intentional. Because we earn no commissions on coverage or products, our guidance reflects your interests. We work alongside your broker and your MSP rather than competing with either.

Typical Deliverables

  • Control mapping against common carrier requirements
  • Reviewed and accurately answered security questionnaire responses
  • Supporting evidence package for your broker and carrier
  • Gap summary with prioritized remediation guidance
  • A posture summary that represents your program clearly
  • Coordination notes for your MSP or IT team
Engagement Model

How readiness comes together.

A typical engagement runs two to four weeks, aligned to your renewal date.

01

Review the Questionnaire

We review your carrier's application and your current controls to understand exactly what is being asked and where you stand.

02

Map & Close Gaps

We map controls, identify gaps, and coordinate with your MSP or IT team on practical fixes ahead of submission.

03

Answer & Position

We help you answer accurately, assemble supporting evidence, and present your posture clearly to your broker and carrier.

Why CyberCascadia

CyberCascadia is advisory-only and founder-led by Tanner Harrison, CISSP. We sell no insurance and no products, so our guidance is built around accurate representation and your long-term interests, not a sale. That independence matters most when a claim is on the line and your application answers are being scrutinized.

We are local to Washington and North Idaho and work directly with your broker and MSP to make your readiness process straightforward and honest.

Frequently Asked Questions

Cyber insurance questions we hear most.

No. We do not guarantee premium reductions, coverage approval, or any specific carrier outcome. What we do is help you understand the controls carriers expect, answer underwriting questions accurately, and present your security posture clearly. The underwriting decision always belongs to the carrier.

Carriers commonly focus on multifactor authentication, endpoint detection and response, tested backups, an incident response plan, email security, privileged access management, and security awareness training. We map your current state against these areas so you can answer accurately.

No. CyberCascadia is advisory-only. We do not sell, install, or manage products. We identify the gaps and work alongside your MSP or IT team so they can implement what is needed. Our role is independent guidance, not product sales.

Yes. Many clients engage us before renewal to make sure their questionnaire answers are accurate and their posture is well represented. Inaccurate answers on an application can create problems at claim time, so getting this right matters whether you are buying new coverage or renewing.

Most engagements run two to four weeks, depending on how much documentation exists and the renewal timeline you are working toward. We scope it during a free discovery call.

We help you answer the security portions accurately and assemble supporting evidence, and we coordinate with your broker. The application is submitted by you and your broker, with our guidance to ensure the answers reflect reality.

Related Services

These engagements often accompany insurance readiness:

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