Free Cyber Insurance IT Readiness Assessment Tool
Cyber insurance questionnaires often ask practical IT and security questions about MFA, backup, EDR, patching, email, firewall, vulnerability management, and incident response. This tool helps you identify gaps before completing an application or renewal worksheet.
Free IT Management Tool
Find operational and security gaps before they become outages, audit findings, or incident response problems.
Cyber insurance questionnaires often ask practical IT and security questions about MFA, backup, EDR, patching, email, firewall, vulnerability management, and incident response. This tool helps you identify gaps before completing an application or renewal worksheet. The report shows your score, priority findings, business impact, what to check, and technical best-practice actions you can use for remediation planning.
What the report includes
- Overall readiness score and risk level.
- Priority findings with technical recommendations.
- Charts for score, answered items, and high-priority tasks.
- Relevant IT Perfection learning links from the 900-page catalog.
- Clear disclaimer that this is initial guidance, not a professional audit.
Related Guidance
How IT Perfection and OC Security Audit can help
IT Perfection can help organize the IT operations behind cyber insurance readiness, including backup and disaster recovery, patch management, and network infrastructure support. OC Security Audit provides cybersecurity audit, vCISO, and insurance readiness guidance through cyber insurance readiness services and free cybersecurity assessment tools.
Self-Assessment
Answer the questions and generate your report.
Select your role
Choose the areas you manage
Answer the control questions
Learning Catalog
Related IT Perfection resources

Created by Ali Hassani, CISO
25+ years of IT, cybersecurity, compliance, and infrastructure experience.
Ali Hassani helps business owners, IT managers, and security leaders improve Microsoft infrastructure, network operations, cloud security, backup readiness, endpoint management, audit evidence, and practical security governance. Learn more on the Ali Hassani profile page or contact IT Perfection for help turning this report into a practical remediation plan.







Need help validating these results?
This tool is for initial guidance only and does not replace a professional cybersecurity audit, compliance assessment, penetration test, or legal/compliance review. IT Perfection and OC Security Audit can help review the findings, prioritize remediation, and build the evidence package.