Insurance Readiness

Your Cyber Insurance Application Keeps Getting Rejected

The Problem

You're stuck in a loop:

  1. You apply for cyber insurance → Carrier sends a 40-question security questionnaire
  2. You answer truthfully → Application denied or quoted at 3x the price
  3. They say you need "controls" → No explanation of which ones or how to implement them
  4. You call IT vendors → They quote $50K for tools you may not need
  5. You reapply next year → Same rejection, higher premiums, more frustration

The real problem: Carriers reference frameworks (NIST, ISO 27001) you've never seen. Your IT person speaks a different language. You don't know which gaps matter most.

The Solution

Insurance Readiness Assessment + Targeted Remediation

1. Framework-Aligned Security Assessment (5 business days)

  • Evaluated against NIST Cybersecurity Framework (what carriers use)
  • 30+ security domains assessed
  • Current posture score + gap analysis
  • Prioritized by what underwriters weigh most heavily

2. Insurance Readiness Report (10-15 pages)

  • Executive summary in plain language
  • Control gaps that block approval
  • Quick wins you can implement before next application
  • 90-day remediation roadmap for full approval
  • Documented evidence for questionnaire responses

3. Targeted Remediation (30-90 days)

  • Implement critical controls first (MFA, encryption, backup testing)
  • Document policies carriers require
  • Set up monitoring and logging
  • Conduct security awareness training
  • Create incident response plan

4. Application Support

  • Help answer questionnaire accurately
  • Provide evidence documents for underwriter review
  • Coordinate with your insurance broker
  • Validate coverage terms match your risk profile

Outcomes (What Changes)

Before:

  • ❌ Applications rejected or quoted 3x market rate
  • ❌ No idea which security gaps are blocking approval
  • ❌ Can't answer questionnaire with confidence
  • ❌ Told you need expensive tools with no context
  • ❌ Broker says "improve your security" with no guidance

After:

  • ✅ Approved for coverage at competitive rates
  • ✅ Clear prioritized list of what matters to underwriters
  • ✅ Documented evidence for every questionnaire answer
  • ✅ Implemented only necessary controls (not vendor upsells)
  • ✅ Broker submits with supporting documentation

Real Client Example:

Medical practice in Poughkeepsie. Applied for cyber insurance 3 years in a row, denied each time. "Inadequate access controls" cited. After 60-day remediation (implemented MFA, documented policies, security training), reapplied with evidence package. Approved at $4,200/year premium (down from $12,000 quote previous year).

Book a 30-Minute Insurance Readiness Assessment Call

On the call, we'll review your most recent application or quote, identify likely gaps, discuss realistic timeline to approval, and provide ballpark investment estimate.

No charge for the assessment call. No pressure to proceed.

Book Assessment Call