AI Pentesting Portal
Ethical, lawful AI security

AI Pentesting Methodology

A structured and ethical framework for assessing AI system security

1
Planning
2
Reconnaissance
3
Vulnerability Analysis
4
Exploitation
5
Reporting
1

Planning

Define the objectives, scope, legal permissions, and constraints of the AI pentest. This ensures the engagement is safe, authorized, and aligned with organizational goals.

Key Activities:

  • Obtain explicit written authorization
  • Define system boundaries, goals, and success criteria
  • Establish secure data handling and retention policies
  • Agree on rules of engagement and escalation procedures
  • Identify compliance/regulatory requirements (GDPR, HIPAA, etc.)
2

Reconnaissance

Gather information about the AI system, its architecture, and its surrounding ecosystem to identify possible attack surfaces.

Key Activities:

  • Map system components and integrations
  • Document exposed API endpoints and interfaces
  • Identify model type, training data sources, and pipelines
  • Assess authentication, logging, and monitoring controls
  • Review documentation, public repos, and related metadata
3

Vulnerability Analysis

Identify weaknesses in the AI model, its deployment environment, and supporting infrastructure. Focus on both technical and AI-specific vulnerabilities.

Key Activities:

  • Test for prompt injection and prompt leakage
  • Evaluate data poisoning and model evasion risks
  • Assess robustness against adversarial examples
  • Check for insecure default configurations
  • Analyze model outputs for sensitive information leakage
4

Exploitation

Safely test vulnerabilities in a controlled manner to validate findings without causing harm or disruption to the system.

Key Activities:

  • Conduct proof-of-concept exploit attempts under agreed safeguards
  • Simulate real-world attack scenarios (adversarial prompts, model extraction)
  • Document attack vectors and system behavior
  • Verify impacts on confidentiality, integrity, and availability
  • Maintain monitoring and rollback mechanisms
5

Reporting

Communicate findings clearly and responsibly, with actionable recommendations for remediation and risk mitigation.

Key Activities:

  • Prioritize findings by severity, likelihood, and business impact
  • Provide clear remediation guidance and secure configuration advice
  • Include sanitized test cases and proof-of-concept details
  • Recommend monitoring and detection improvements
  • Deliver executive summaries and technical appendices

Ethical Considerations

  • Always operate under formal authorization and scope
  • Do not test production systems without explicit consent
  • Respect user privacy and data ownership at all times
  • Minimize disruption to business operations
  • Follow coordinated vulnerability disclosure practices