Babysitter vendor-security-questionnaire

Automated vendor security assessment through questionnaire generation, response parsing, and risk scoring

install

source · Clone the upstream repo

git clone https://github.com/a5c-ai/babysitter

Claude Code · Install into ~/.claude/skills/

T=$(mktemp -d) && git clone --depth=1 https://github.com/a5c-ai/babysitter "$T" && mkdir -p ~/.claude/skills && cp -r "$T/library/specializations/security-compliance/skills/vendor-security-questionnaire" ~/.claude/skills/a5c-ai-babysitter-vendor-security-questionnaire && rm -rf "$T"

manifest: library/specializations/security-compliance/skills/vendor-security-questionnaire/SKILL.md

Vendor Security Questionnaire Skill

Purpose

Automate vendor security assessment through standardized questionnaire generation, response parsing, security posture scoring, and risk report generation for third-party risk management programs.

Capabilities

Questionnaire Generation

Generate industry-standard security questionnaires
Create SIG (Standardized Information Gathering) questionnaires
Build CAIQ (Consensus Assessment Initiative Questionnaire) forms
Generate custom questionnaires based on risk tier
Create vendor-type-specific assessments
Support multiple response formats

Response Parsing and Analysis

Parse questionnaire responses from various formats
Extract key security control information
Identify missing or incomplete responses
Flag concerning answers for review
Compare responses against requirements
Validate evidence attachments

Security Posture Scoring

Calculate vendor security scores
Weight scores by control importance
Compare against industry benchmarks
Track score trends over time
Generate risk-adjusted ratings
Identify score improvement areas

Assessment Status Tracking

Track assessment workflow status
Monitor response deadlines
Send automated reminders
Escalate overdue assessments
Maintain assessment history
Archive completed assessments

Risk Report Generation

Generate executive risk summaries
Create detailed technical reports
Produce comparison reports
Build risk heat maps
Generate board-level dashboards
Export data for GRC systems

Vendor Compliance Monitoring

Track vendor compliance commitments
Monitor remediation progress
Verify evidence of compliance
Alert on compliance drift
Schedule periodic reassessments
Maintain compliance documentation

Questionnaire Standards

Standard	Use Case	Questions
SIG Lite	Low-risk vendors	~100
SIG Core	Medium-risk vendors	~300
SIG Full	High-risk vendors	~800+
CAIQ	Cloud providers	~300
VSAQ	General vendors	Variable
Custom	Specific needs	Variable

Assessment Domains

Information Security Management
Access Control
Data Protection
Network Security
Application Security
Physical Security
Business Continuity
Incident Response
Compliance and Legal
Third-Party Management

Integrations

OneTrust: Third-party risk management
ProcessUnity: Vendor risk management
SecurityScorecard: Security ratings
BitSight: Security ratings and benchmarks
Prevalent: Third-party risk intelligence
Shared Assessments: SIG questionnaire tools

Target Processes

Third-Party Vendor Security Assessment
Vendor Onboarding Security Review
Annual Vendor Reassessment
Vendor Risk Management

Input Schema

{
  "type": "object",
  "properties": {
    "operation": {
      "type": "string",
      "enum": ["generate", "parse", "score", "report", "track"],
      "description": "Questionnaire operation type"
    },
    "vendorInfo": {
      "type": "object",
      "properties": {
        "vendorName": { "type": "string" },
        "vendorId": { "type": "string" },
        "vendorType": { "type": "string" },
        "riskTier": { "type": "string", "enum": ["critical", "high", "medium", "low"] },
        "dataAccess": { "type": "array", "items": { "type": "string" } }
      }
    },
    "questionnaireType": {
      "type": "string",
      "enum": ["SIG-Lite", "SIG-Core", "SIG-Full", "CAIQ", "VSAQ", "custom"],
      "description": "Questionnaire standard to use"
    },
    "customDomains": {
      "type": "array",
      "items": { "type": "string" },
      "description": "Specific domains to assess"
    },
    "responseFile": {
      "type": "string",
      "description": "Path to questionnaire response file"
    },
    "scoringCriteria": {
      "type": "object",
      "properties": {
        "minimumScore": { "type": "number" },
        "criticalControls": { "type": "array" },
        "weightings": { "type": "object" }
      }
    },
    "deadline": {
      "type": "string",
      "format": "date",
      "description": "Assessment completion deadline"
    }
  },
  "required": ["operation"]
}

Output Schema

{
  "type": "object",
  "properties": {
    "assessmentId": {
      "type": "string"
    },
    "operation": {
      "type": "string"
    },
    "timestamp": {
      "type": "string",
      "format": "date-time"
    },
    "vendorInfo": {
      "type": "object"
    },
    "questionnaire": {
      "type": "object",
      "properties": {
        "type": { "type": "string" },
        "totalQuestions": { "type": "integer" },
        "domains": { "type": "array" },
        "filePath": { "type": "string" }
      }
    },
    "responseAnalysis": {
      "type": "object",
      "properties": {
        "questionsAnswered": { "type": "integer" },
        "questionsSkipped": { "type": "integer" },
        "evidenceProvided": { "type": "integer" },
        "concerningResponses": { "type": "array" },
        "missingInformation": { "type": "array" }
      }
    },
    "securityScore": {
      "type": "object",
      "properties": {
        "overallScore": { "type": "number" },
        "riskRating": { "type": "string", "enum": ["low", "medium", "high", "critical"] },
        "domainScores": {
          "type": "array",
          "items": {
            "type": "object",
            "properties": {
              "domain": { "type": "string" },
              "score": { "type": "number" },
              "findings": { "type": "array" }
            }
          }
        },
        "benchmarkComparison": { "type": "object" },
        "scoreHistory": { "type": "array" }
      }
    },
    "riskFindings": {
      "type": "array",
      "items": {
        "type": "object",
        "properties": {
          "findingId": { "type": "string" },
          "domain": { "type": "string" },
          "severity": { "type": "string" },
          "description": { "type": "string" },
          "recommendation": { "type": "string" }
        }
      }
    },
    "assessmentStatus": {
      "type": "object",
      "properties": {
        "status": { "type": "string" },
        "deadline": { "type": "string" },
        "daysRemaining": { "type": "integer" },
        "remindersent": { "type": "boolean" }
      }
    },
    "recommendations": {
      "type": "array",
      "items": { "type": "string" }
    },
    "reportPath": {
      "type": "string"
    }
  }
}

Usage Example

skill: {
  name: 'vendor-security-questionnaire',
  context: {
    operation: 'generate',
    vendorInfo: {
      vendorName: 'Cloud SaaS Provider',
      riskTier: 'high',
      dataAccess: ['PII', 'financial']
    },
    questionnaireType: 'SIG-Core',
    deadline: '2024-03-15'
  }
}