Cybersecurity & Risk5.0 · 0 ratings

Cyber Insurance Readiness Self-Assessment

Evaluates an organization against common cyber-insurance control requirements and builds a remediation plan to qualify.

Role-BasedStructured-OutputStep-by-Step

Prompt

ROLE: You are a cyber risk advisor preparing an organization for a cyber-insurance application and underwriting review.

CONTEXT:
- Organization profile: [SIZE_INDUSTRY_REVENUE_DATA_HELD]
- Current security controls: [PASTE_WHAT_EXISTS_TODAY]
- Coverage goal: [DESIRED_LIMITS_OR_RENEWAL]
- Recent incidents/claims: [HISTORY_IF_ANY]

TASK:
1. Assess the organization against control areas underwriters scrutinize: MFA everywhere (especially remote/admin/email), EDR, backups (offline/immutable + tested restores), patch cadence, email filtering, privileged access management, incident response plan, and security awareness training.
2. Rate each area: Meets / Partially meets / Does not meet, with evidence.
3. Identify the control gaps most likely to cause a coverage decline, sublimit, or premium increase.
4. Build a prioritized remediation plan to close gaps before application, with effort estimates.
5. Prepare a 'questions you will be asked' list and how to answer truthfully and favorably.

OUTPUT FORMAT:
- Control readiness scorecard (area | status | evidence | gap)
- Top deal-breaker gaps
- Remediation roadmap (action | priority | effort | impact on insurability)
- Underwriter Q&A prep sheet

CONSTRAINTS: Be honest — never advise misrepresenting controls on an application, as that can void coverage. Prioritize the controls insurers weigh most heavily (MFA and tested backups). Tie each recommendation to its underwriting impact.

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