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Sherlocked Security – AI-Powered Cybersecurity & Penetration TestingSherlocked Security – AI-Powered Cybersecurity & Penetration Testing
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Security Engineering & Hardening

PKI & Certificate Management

  • May 9, 2025
  • 0

Sherlocked Security – PKI & Certificate Management

Secure Your Digital Identity with Robust, Scalable, and Policy-Compliant Certificate Infrastructure


1. Statement of Work (SOW)

Service Name: PKI & Certificate Management
Client Type: Enterprises, Governments, Critical Infrastructure, Regulated Industries
Service Model: Assessment, Design, Deployment, and Lifecycle Management
Compliance Alignment: NIST 800-57, ISO/IEC 27001, eIDAS, PCI-DSS, HIPAA, CMMC

Service Scope Includes:

  • Design, deployment, or modernization of Public Key Infrastructure (PKI)
  • Assessment of existing CA hierarchy, certificate issuance policies, and trust chains
  • Integration with identity platforms (e.g., AD CS, Azure AD, LDAP)
  • Automation of certificate issuance and renewal (DevOps, IoT, MDM)
  • Revocation strategy (CRL/OCSP) and secure key storage implementation
  • Certificate lifecycle and expiration risk management
  • Policy compliance, trust anchor validation, and documentation

2. Our Approach

[PKI Discovery] → [Trust Chain Validation] → [Risk & Policy Review] → [Automation Strategy] → [Redesign/Deployment] → [Monitoring Setup] → [Documentation & Training]


3. Methodology

  • PKI Discovery & Documentation

    • Inventory of CAs (Root, Intermediate), cert types, issuance processes, and trust anchors
  • Certificate & Key Review

    • Evaluate algorithms, key sizes, expiry periods, and revocation mechanisms
  • Policy & Compliance Assessment

    • Assess CP/CPS (Certificate Policy/Certification Practice Statement) alignment with regulatory standards
  • Automation & Integration Strategy

    • Enable auto-enrollment and renewal via platforms like AD CS, HashiCorp Vault, Certbot, or Venafi
  • Vulnerability & Misuse Detection

    • Identify wildcard certs, weak crypto, shadow CA instances, or stale certificates
  • Revocation & Expiration Planning

    • Establish OCSP/CRL reliability, certificate expiry monitoring, and alerting mechanisms
  • Secure Key Storage & HSM Integration

    • Evaluate need for Hardware Security Modules (HSMs) or cloud-based KMS for private key protection

4. Deliverables to the Client

  1. PKI Architecture Assessment Report
  2. Certificate Risk & Inventory Report (issued, expired, weak, wildcard, unmanaged certs)
  3. CP/CPS Compliance Gap Analysis
  4. Certificate Lifecycle & Automation Plan
  5. Recommendations for Revocation, Storage, and Expiry Monitoring
  6. Executive Summary & Compliance Readiness Briefing

5. What We Need from You (Client Requirements)

  • Access to PKI Console / CA Servers (Root & Intermediate)
  • Certificate Inventory from key systems (servers, VPN, apps, IoT, DevOps, mobile)
  • Access to AD/LDAP Integration Schemas (if applicable)
  • PKI Policy Documentation (CP, CPS, and certificate usage guidelines)
  • Stakeholder Interviews (PKI administrators, infrastructure leads, app teams)

6. Tools & Technology Stack

  • PKI & Certificate Discovery:

    • CertSpotter, Nessus, Venafi, X.509lint, Censys, SSLyze
  • Automation & Renewal:

    • ACME/Certbot, HashiCorp Vault, Microsoft AD CS, Smallstep, cfssl
  • Key Management:

    • AWS KMS, Azure Key Vault, Google Cloud KMS, Thales Luna HSM
  • Revocation & Expiry Monitoring:

    • OCSP Responder Checks, CRL Analysis, Nagios Plugins, Zabbix, Nagios, Keyfactor

7. Engagement Lifecycle

  1. Kickoff & Scope Definition
  2. PKI & Certificate Discovery
  3. Architecture & Policy Review
  4. Certificate Risk Identification
  5. Automation & Key Management Strategy
  6. Monitoring & Revocation Planning
  7. Remediation & Deployment Support
  8. Reporting & Training

8. Why Sherlocked Security?

Feature Sherlocked Advantage
End-to-End PKI Support From root CA architecture to automation and lifecycle management
Security & Compliance Focused PKI alignment with PCI, HIPAA, NIST, and industry best practices
Crypto Hygiene Analysis Evaluate cert strength, revocation gaps, and insecure usage
Certificate Automation Expertise Integration with DevOps, MDM, and cloud platforms
Operational Visibility Continuous expiry tracking and alerting to avoid outages or breaches

9. Real-World Case Studies

Expired Cert Outage in SaaS Platform

Client: A mid-sized SaaS provider
Issue: Production downtime caused by expired backend service certs
Action: Deployed automated Certbot and integrated with Slack for expiry alerts
Result: Eliminated manual cert tracking and reduced renewal risk to near-zero

PKI Risk Audit for a Healthcare Organization

Client: Regional hospital network
Issue: Weak key lengths and unmanaged certs in clinical and IoT environments
Action: Designed centralized cert issuance with AD CS and IoT device enrollment
Result: Improved compliance with HIPAA and increased cert visibility by 300%


10. SOP – Standard Operating Procedure

  1. Inventory All Issued Certificates
  2. Analyze CA Hierarchy & Trust Models
  3. Audit Certificate Usage & Expiry Timeline
  4. Validate CRL/OCSP Mechanisms & Revocation Paths
  5. Assess CP/CPS Against Compliance Frameworks
  6. Implement Automation & Monitoring Tools
  7. Document Findings & Recommendations
  8. Assist in Key Storage or HSM Rollout (if applicable)

11. Readiness Checklist

1. Pre-Engagement

  • [ ] Documentation of CA hierarchy
  • [ ] CP/CPS documents
  • [ ] List of cert-enabled systems (VPN, portals, internal apps, IoT)
  • [ ] Known expiry timelines and cert contacts
  • [ ] Access to PKI/CA management consoles

2. During Engagement

  • [ ] Run certificate discovery and analysis
  • [ ] Identify high-risk certs (wildcard, self-signed, SHA1, expired)
  • [ ] Review OCSP/CRL configurations
  • [ ] Map trust chain for each cert group
  • [ ] Interview PKI admins and application teams

3. Post-Engagement

  • [ ] Deliver risk report and remediation roadmap
  • [ ] Implement monitoring tools and alert thresholds
  • [ ] Establish automation pipelines where applicable
  • [ ] Provide governance and lifecycle policy templates
  • [ ] Conduct knowledge transfer and training session
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