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Cyber Risk Assessment

Find the gaps before someone else does.

A 7-day assessment of your Microsoft 365, Google Workspace, and AI environment. You get a scored report, a 14-point insurance readiness review, and a prioritized roadmap.

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Takes about 20 minutes to start · no prep required

What you get back

Nine deliverables. One clear picture.

State of IT reportWhat’s in place, what’s not, where you’re exposed
Cybersecurity gap reportSpecific findings mapped to the Four-Leaf System
14-point Insurance Readiness ScorecardScored against what carriers actually check
MSP / IT provider contract summaryWhat your providers commit to, and where the gaps are
Asset inventoryEndpoints, networking, applications, cloud services
Dark web credential scan resultsCompromised accounts tied to your domain
AI tool exposure mapWhat AI tools your team uses and how they connect to your data
Risk registerTop risks prioritized by impact and likelihood
90-day hardening roadmapWhat to fix first, and who does it
See it before you buy it

What the report actually looks like.

A real leadership summary, built from your assessment data. Scored, prioritized, and ready to hand to your insurer, your board, or your IT provider.

Sample report · illustrative data only
Black Clover Cybersecurity
BLACK CLOVERCYBER SECURITY
Prepared for Sample Business Group Leadership Team

Cyber Readiness — Leadership Summary

Across 12 assessed sites, 3 low-risk, 3 medium-risk, and 6 high-risk. 2 of 14 sites not started yet.

↓ Download PDF 🔗 Public view 📄 vCISO plan
Executive summary / overview

Where things stand: we assessed 12 of 14 sites. Group readiness averages 68 out of 100, with 3 low-risk, 3 medium-risk, and 6 high-risk. The same gaps show up at more than one site, most often tested backups and multi-factor login. Fixing these once, as a group, helps more than fixing each site on its own. Recommendation: close the urgent items at each site now, then handle the repeating gaps as a group, with shared oversight, so every site improves the same way.

Group readiness
68
Medium risk
Strengths & deficiencies by area
Accounts & Access56% · Partial
Devices & Email68% · Partial
Data & Recovery33% · Needs work
Response & Oversight27% · Needs work
68
Avg score*
10
Completed
2
Partial
2
Not started
3
Low risk
3
Medium risk
6
High risk
Priority insights — top group findings
  • Immediate attention: tested backups flagged at most assessed sites.
  • Immediate attention: multi-factor login (MFA) flagged at multiple sites.
  • Immediate attention: device protection (EDR) flagged at multiple sites.
  • Incident response plan flagged at every assessed site.
  • Activity monitoring and logging flagged at every assessed site.

Sample layout shown for illustration. Your report reflects your own environment and findings.

14-Point Insurance Readiness Checklist

What carriers actually check at renewal.

We score you against all 14 during the assessment, not after months of services.

MFA coverage
Endpoint protection (EDR)
Email security
Backup & disaster recovery
Patch management
Vulnerability management
Identity & access controls
Admin account controls
Incident response plan
Security awareness training
Network segmentation
Encryption (rest + transit)
Vendor / third-party risk
Logging & monitoring
After the assessment

Two paths. Your call.

You handle it.

Take the report and roadmap to your IT provider. Use the 14-point scorecard at your next insurance renewal. Done.

We lead it.

Black Clover executes the hardening plan, standardizes your tools and MSP contracts, and transitions to ongoing vCISO / vCIO leadership.

Assessment

$2,000 – $3,750
per site · multi-site scoping available. Talk to an advisor

Monthly Retainer (vCISO/vCIO)

$4,500 – $8,750
per month · $350–$450/hr based on hours and sites in scope

Start with a Cyber Readiness Review.

20 minutes. No prep. We'll walk through your setup and tell you exactly where you stand.

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