Sherlocked Security – DevSecOps Maturity Assessment
Measure, Benchmark, and Advance Your Secure Software Delivery Capabilities
1. Statement of Work (SOW)
Service Name: DevSecOps Maturity Assessment
Client Type: Enterprise DevOps, Cloud-Native Teams, CTO/CISO Organizations
Service Model: Evidence-Based Evaluation + Gap Analysis + Roadmap Creation
Compliance Coverage: NIST SSDF, OWASP SAMM, BSIMM, ISO 27001, SLSA
Assessment Domains:
- Secure SDLC Integration
- Developer & Pipeline Security
- Infrastructure as Code (IaC) Security
- Runtime Security Controls
- Governance, Compliance, and Metrics
2. Our Approach
[Current State Discovery] → [Toolchain & Process Mapping] → [Evidence Collection] → [Maturity Benchmarking] → [Gap Analysis] → [Roadmap with Quick Wins + Long-Term Goals]
3. Methodology
[Workshops + Surveys + Artifact Review] → [Benchmarking Against DevSecOps Models] → [Scoring Across Domains] → [Custom Remediation Plan] → [Final Presentation & Reporting]
4. Deliverables to the Client
- DevSecOps Maturity Scorecard (Per Domain + Aggregate)
- Detailed Gap Analysis Report
- Risk Prioritization Matrix (People, Process, Tech)
- Remediation Roadmap (90-Day, 180-Day, 12-Month Plans)
- Sample Policies and Reference Architectures
- Toolchain Optimization Recommendations
- Executive Summary Presentation with Key Findings
5. What We Need from You (Client Requirements)
- Access to DevOps pipelines and workflows (CI/CD systems)
- Overview of security tooling and processes
- Access to documentation (e.g., SDLC policy, security incidents, postmortems)
- Participation from Dev, QA, Ops, and Security teams for interviews
- Existing audit/compliance reports if applicable
- NDA and scope alignment
6. Tools & Technology Stack
- CI/CD: Jenkins, GitHub Actions, GitLab, Azure DevOps, CircleCI
- IaC Tools: Terraform, CloudFormation, Ansible, Pulumi
- Security Tools: Snyk, Trivy, Checkov, Semgrep, SonarQube
- Container/K8s: Falco, OPA, Kyverno, Sysdig
- Compliance: OSCAL, Drata, TrustCloud, GRC Platforms
- Survey/Review: Custom maturity models based on OWASP SAMM, BSIMM, SLSA
7. Engagement Lifecycle
1. Kickoff & Scope Confirmation → 2. Stakeholder Interviews → 3. Toolchain & Policy Review → 4. Process Walkthroughs → 5. Maturity Scoring → 6. Gap Analysis Report → 7. Roadmap Presentation
8. Why Sherlocked Security?
| Feature | Sherlocked Advantage |
|---|---|
| Framework-Mapped Assessment | Aligned with OWASP SAMM, BSIMM, NIST SSDF, and SLSA |
| End-to-End Pipeline Review | Full SDLC visibility from code commit to runtime |
| Toolchain Effectiveness Audit | Measures coverage, overlap, and gaps in current tooling |
| Executive-Level Insight | Actionable dashboards, risk heatmaps, and ROI-focused reports |
| Roadmap with Quick Wins | Prioritized recommendations based on business impact and feasibility |
9. Real-World Case Studies
Pipeline Security Blind Spots
Issue: Security scans were only performed after deployment stages
Impact: Vulnerabilities reached production due to delayed feedback
Fix: Implemented shift-left scanning in pre-merge stage and enforced SAST gates
Lack of IaC Governance
Issue: Terraform modules deployed with open security groups
Impact: Exposed cloud assets led to unauthorized access attempts
Fix: Integrated Checkov into CI pipeline and introduced pre-deployment policy-as-code controls
10. SOP – Standard Operating Procedure
- Initiate Stakeholder Kickoff and Align on Scope
- Distribute Survey Across Development, Security, and Ops Teams
- Collect Evidence: Pipelines, Policies, Reports, Diagrams
- Perform Maturity Scoring Across Defined Domains
- Review Findings with Stakeholders (Technical + Executive)
- Generate Gap Analysis and Scoring Heatmap
- Develop and Deliver Maturity Roadmap with Milestones
- Optionally Conduct Follow-Up Quarterly Reviews
11. DevSecOps Maturity Assessment Checklist
1. Secure SDLC Integration
- Defined security gates in each SDLC phase
- Requirements for threat modeling, code review, and risk sign-off
- Security stories tracked in agile tooling (Jira, ADO)
- Secure coding guidelines and policy documents
2. Developer Enablement
- Developer access to security tools (IDE plugins, CLIs, feedback loops)
- Internal training programs for secure coding and threat modeling
- Champions program to embed security ownership in engineering
- Defined SLAs for fixing vulnerabilities from scans
3. Pipeline & Automation Security
- Static & dynamic analysis integrated into CI/CD
- Secrets scanning in code, commits, and pipelines
- Build artifact signing and SBOM generation
- Least privilege access to build systems and runners
4. Infrastructure as Code (IaC)
- Linting and policy-as-code for Terraform, CloudFormation, Helm, etc.
- Pre-merge IaC scanning and manual review for sensitive infra changes
- Drift detection and rollback capabilities for IaC states
- Version control for all IaC modules and shared libraries
5. Container & Runtime Security
- Image scanning integrated with registries and pipelines
- Enforcement of signed images and verified provenance
- Runtime observability using Falco, eBPF, or Sysdig
- Pod security controls (AppArmor, seccomp, OPA, Kyverno)
6. Governance & Metrics
- Defined KPIs for DevSecOps (MTTR, coverage %, risk reduction trends)
- Central dashboard for tracking vulnerabilities and remediations
- Policy enforcement using OPA/Gatekeeper or Admission Controllers
- Compliance evidence automation (PCI, SOC2, ISO)
7. Toolchain Assessment
- Mapping of current tools to DevSecOps domains
- Identification of redundancy, blind spots, and gaps
- Recommendations for consolidation or expansion
- Open-source vs. commercial tooling comparison
8. Roadmap & Improvement Plan
- Short-term wins (within 30–90 days) for rapid risk reduction
- Mid-term strategic improvements (6–12 months)
- Toolchain alignment and automation priorities
- Executive buy-in guidance and budgeting support