Complete DevSecOps Mastery Roadmap

🎯 30/60/90-Day Learning Plan

Days 1-30: Foundation Building
Week 1-2: Core Concepts
Complete DevSecOps fundamentals course
Read "Securing DevOps" by Julien Vehent (Chapters 1-4)
Set up basic CI/CD pipeline with security scanning
Learn threat modeling basics with STRIDE methodology
Week 3-4: Essential Tools
Hands-on with SAST tools (SonarQube, Semgrep)
Practice DAST scanning with OWASP ZAP
Container security with Trivy
Secrets management with HashiCorp Vault basics
Days 31-60: Intermediate Practice
Week 5-6: Cloud Security Foundations
AWS/Azure/GCP security fundamentals
Infrastructure as Code security (Terraform, CloudFormation)
Container orchestration security (Kubernetes basics)
Week 7-8: Advanced Automation
CI/CD security integration (GitHub Actions, GitLab CI)
Policy as Code with Open Policy Agent (OPA)
Compliance automation frameworks
Days 61-90: Advanced & Specialization
Week 9-10: Advanced Cloud Security
CSPM tools implementation
Advanced Kubernetes security (admission controllers, network policies)
Zero-trust architecture principles
Week 11-12: Real-world Application
 Contribute to open-source security projects
Build portfolio projects
Prepare for certifications
1. 🏗️ Core Concepts
Key Principles to Master
Shift-Left Security: Integrating security early in development lifecycle
Security as Code: Treating security configurations as version-controlled code
Continuous Compliance: Automated compliance monitoring and reporting
Risk-Based Approach: Prioritizing security efforts based on risk assessment
Culture of Security: Building security awareness across development teams
Threat Modeling
STRIDE Framework: Spoofing, Tampering, Repudiation, Information Disclosure, DoS, Elevation of
Privilege
PASTA Methodology: Process for Attack Simulation and Threat Analysis
Tools: Microsoft Threat Modeling Tool, OWASP Threat Dragon, ThreatSpec
Compliance Frameworks
ISO 27001: Information security management systems
SOC 2: Service organization controls for security, availability, processing integrity
NIST Cybersecurity Framework: Identify, Protect, Detect, Respond, Recover
CIS Controls: Center for Internet Security critical security controls
2. 🛠️ Tools & Technologies
Static Application Security Testing (SAST)
Free/Open Source:
SonarQube Community: Code quality and security analysis
Semgrep: Pattern-based static analysis
Bandit: Python security linter
ESLint Security Plugin: JavaScript security rules
Commercial:
Checkmarx: Enterprise SAST platform
 Veracode: Cloud-based application security
Fortify: Micro Focus static code analyzer
Dynamic Application Security Testing (DAST)
OWASP ZAP: Free web application security scanner
Burp Suite: Web vulnerability scanner (Community/Professional)
Nuclei: Fast vulnerability scanner
Nikto: Web server scanner
Infrastructure as Code (IaC) Security
Checkov: Static analysis for Terraform, CloudFormation, Kubernetes
Terrascan: IaC security scanner
Trivy: Comprehensive security scanner (containers, IaC, filesystems)
Snyk: Developer-first security platform
Container & Kubernetes Security
Trivy: Container vulnerability scanner
Falco: Runtime security monitoring
Kube-bench: Kubernetes CIS benchmark checker
Kube-hunter: Kubernetes penetration testing
OPA Gatekeeper: Kubernetes admission controller
Twistlock/Prisma Cloud: Commercial container security
Secrets Management
HashiCorp Vault: Secrets management and encryption
AWS Secrets Manager: AWS-native secrets storage
Azure Key Vault: Microsoft cloud key management
Google Secret Manager: GCP secrets management
GitLeaks: Git secrets scanner
TruffleHog: Searches for secrets in git repositories
3. ☁️ Cloud Security
AWS Security Services
AWS Config: Configuration compliance monitoring
AWS CloudTrail: API logging and monitoring
 AWS GuardDuty: Threat detection service
AWS Security Hub: Centralized security findings
AWS WAF: Web application firewall
AWS IAM: Identity and access management
Azure Security Services
Azure Security Center: Cloud security posture management
Azure Sentinel: SIEM and SOAR solution
Azure Key Vault: Secrets and key management
Azure Policy: Governance and compliance
Azure Active Directory: Identity management
GCP Security Services
Google Cloud Security Command Center: Security management platform
Cloud Asset Inventory: Asset discovery and monitoring
Binary Authorization: Container image verification
VPC Security Controls: Network security policies
Cloud Security Posture Management (CSPM)
Prisma Cloud: Comprehensive cloud security platform
Wiz: Cloud security platform
Lacework: Cloud security and compliance
Dome9/Check Point CloudGuard: Multi-cloud security
Aqua Security: Container and cloud native security
4. 🔄 Automation & CI/CD Security
CI/CD Pipeline Security Integration
GitHub Actions Security:
 yaml

# Example security workflow

name: Security Scan
on: [push, pull_request]
jobs:
security:
runs-on: ubuntu-latest
steps:
- uses: actions/checkout@v3
- name: Run Trivy scanner
uses: aquasecurity/trivy-action@master
- name: SAST with Semgrep
uses: returntocorp/semgrep-action@v1

GitLab CI Integration:
Built-in SAST, DAST, dependency scanning
Container scanning and license compliance
Security dashboard and vulnerability management
Jenkins Security Plugins:
OWASP Dependency-Check Plugin
SonarQube Scanner Plugin
Anchore Container Image Scanner
Security Pipeline Patterns
Fail-Fast Approach: Stop pipeline on critical vulnerabilities
Security Gates: Automated approval processes based on risk scores
Continuous Monitoring: Runtime security monitoring in production
Feedback Loops: Developer notification and remediation guidance
5. 📜 Certifications Roadmap
Entry Level
1. CompTIA Security+ - Foundation security knowledge
2. AWS Certified Cloud Practitioner - Cloud basics
Intermediate
1. Certified DevSecOps Professional (CDP) - DevSecOps-specific certification
 2. AWS Certified Security - Specialty - AWS security deep dive
3. Microsoft Azure Security Engineer Associate - Azure security
4. Google Cloud Professional Cloud Security Engineer - GCP security
Advanced
1. CISSP (Certified Information Systems Security Professional) - Comprehensive security
management
2. SABSA (Sherwood Applied Business Security Architecture) - Enterprise security architecture
3. TOGAF - Enterprise architecture framework
Vendor-Specific
Certified Kubernetes Security Specialist (CKS)
HashiCorp Certified: Vault Associate
Istio Certified Associate
📚 Learning Resources
Essential Books
1. "Securing DevOps" by Julien Vehent - DevSecOps fundamentals
2. "DevSecOps: A leader's guide to producing secure software without compromising flow,
feedback and continuous improvement" by Glenn Wilson
3. "Continuous Delivery: Reliable Software Releases through Build, Test, and Deployment
Automation" by Jez Humble
4. "The Phoenix Project" by Gene Kim - DevOps culture and practices
5. "Kubernetes Security" by Liz Rice and Michael Hausenblas
6. "Container Security" by Liz Rice
7. "Infrastructure as Code" by Kief Morris
Online Courses
Free Resources:
OWASP WebGoat: Hands-on web application security
Kubernetes Security Essentials (Linux Foundation) - Free introductory course
AWS Security Learning Path - Free AWS training
Microsoft Learn Security Path - Azure security fundamentals
Google Cloud Security Training - GCP security basics
Paid Platforms:
A Cloud Guru:
AWS Certified Security Specialty
Kubernetes Security
DevSecOps courses
Pluralsight:
DevSecOps: The Big Picture
Implementing DevSecOps
Container and Kubernetes Security
Udemy:
Complete DevSecOps Bootcamp
Kubernetes Security
AWS Security courses
Linux Academy/A Cloud Guru:
DevSecOps Essentials
Cloud Security courses
Hands-on Labs & Platforms
Free Platforms:
Katacoda: Interactive Kubernetes and DevOps scenarios
Play with Docker: Free Docker playground
TryHackMe: Cybersecurity learning platform
VulnHub: Vulnerable VMs for practice
OWASP WebGoat: Vulnerable web application
Damn Vulnerable Web Application (DVWA)
Paid Platforms:
Hack The Box: Advanced penetration testing labs
Immersive Labs: Cyber security skills platform
Cloud Academy: Cloud security hands-on labs
Whizlabs: Cloud certification practice labs
Attack Defense: Advanced security scenarios
YouTube Channels & Podcasts
 DevSecOps TV: Weekly DevSecOps discussions
Kubernetes Podcast: Container orchestration insights
Security Weekly: Cybersecurity industry updates
The Secure Developer: Application security focused
🚀 Open Source Projects for Contribution
Beginner-Friendly Projects
1. OWASP ZAP: Web application security scanner
2. Nuclei: Vulnerability scanner templates
3. Falco: Runtime security monitoring rules
4. Checkov: Infrastructure security policies
Intermediate Projects
1. Trivy: Security scanner enhancements
2. Open Policy Agent (OPA): Policy engine development
3. Istio: Service mesh security features
4. Spinnaker: Continuous delivery platform
Advanced Projects
1. Kubernetes: Container orchestration security
2. Envoy Proxy: Service mesh proxy security
3. SPIFFE/SPIRE: Identity framework for microservices
4. Notary: Content trust and signing
Project Contribution Strategy
1. Start Small: Documentation improvements, bug reports
2. Learn Codebase: Understand architecture and coding standards
3. Find Issues: Look for "good first issue" or "help wanted" labels
4. Community Engagement: Join project Slack/Discord channels
5. Regular Contributions: Maintain consistent participation
🏆 Building Your Portfolio
Project Ideas
1. Secure CI/CD Pipeline: Complete pipeline with multiple security tools
 2. Cloud Security Audit Tool: Multi-cloud configuration checker
3. Kubernetes Security Hardening: Automated cluster security setup
4. DevSecOps Dashboard: Security metrics visualization
5. Policy as Code Framework: Custom security policy engine
Documentation & Blog Topics
DevSecOps tool comparisons and reviews
Step-by-step security integration tutorials
Cloud security best practices guides
Incident response case studies
Security automation scripts and tools
Community Engagement
Contribute to security-focused GitHub repositories
Write technical blog posts on Medium/Dev.to
Speak at local DevOps/Security meetups
Participate in security Twitter discussions
Answer questions on Stack Overflow and Reddit
🎯 Success Metrics & Milestones
30-Day Milestones
Complete DevSecOps fundamentals course
Set up basic security scanning in CI/CD pipeline
Deploy and configure 3 security tools
Complete first threat model exercise
60-Day Milestones
Build end-to-end secure pipeline
Complete cloud security fundamentals
Contribute to first open-source project
Pass first certification exam
90-Day Milestones
Deploy production-ready DevSecOps pipeline
Complete advanced Kubernetes security project
Maintain regular open-source contributions
 Build professional network in DevSecOps community
Ongoing Professional Development
Attend 2-3 security conferences annually
Maintain 2-3 relevant certifications
Contribute regularly to open-source projects
Mentor junior developers in security practices
Stay current with emerging threats and tools
💡 Pro Tips for Success
1. Practice Regularly: Set up home lab for continuous experimentation
2. Stay Current: Follow security researchers and industry leaders on Twitter
3. Network Actively: Join DevSecOps communities and local meetups
4. Document Learning: Maintain learning journal and share insights
5. Focus on Business Value: Always connect security practices to business outcomes
6. Embrace Failure: Learn from security incidents and misconfigurations
7. Automate Everything: Reduce manual security tasks through automation
8. Think Like an Attacker: Understand common attack vectors and mitigation strategies