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AI Pentesting

LLM-specific security testing for AI applications.

Vezraa provides autonomous AI pentesting that actively probes, exploits, and validates security weaknesses. Our LLM testing covers the unique attack surface of AI-powered applications.

OWASP LLM Top 10 coverage

  • LLM01 — Prompt injection: direct and indirect injection through user input and retrieved context
  • LLM02 — Sensitive information disclosure: extracting system prompts, internal data, and credentials
  • LLM03 — Supply chain: compromised models, poisoned training data, vulnerable dependencies
  • LLM04 — Data and model poisoning: training data manipulation and model drift detection
  • LLM05 — Excessive agency: tool and plugin misuse by the LLM beyond intended scope

Prompt injection testing

  • Direct prompt injection — crafting inputs that override system instructions
  • Indirect injection — injecting malicious content into retrieved context or documents
  • Role-playing attacks — tricking the model into adopting an unrestricted persona
  • Multi-language injection — switching languages mid-conversation to bypass guardrails
  • Encoding-based bypass — base64, Unicode obfuscation, and other encoding tricks
  • Context window overflow — filling context to force the model into vulnerable behavior

Data extraction and leakage testing

  • System prompt extraction — attempting to reveal the underlying prompt and instructions
  • Training data extraction — probing for memorized PII or sensitive training examples
  • Knowledge base leakage — extracting content from RAG data sources and vector databases
  • Conversation history disclosure — testing for leakage across different user sessions
  • Model fingerprinting — identifying the underlying model and version for targeted attacks

Model denial of service and abuse

  • Context window exhaustion — extremely long inputs that consume all available tokens
  • Recursive generation loops — crafting prompts that cause infinite or extremely long responses
  • Resource exhaustion — high-frequency API calls that drive up inference costs
  • Output token bombing — forcing the model to generate massive output payloads
  • Tool call abuse — crafting inputs that trigger expensive or infinite tool chains

LLM security best practices

  • Implement input sanitization and output filtering specifically for LLM interactions
  • Use least-privilege tool access — limit what the LLM can read, write, and execute
  • Separate system prompts from user input with strong boundary enforcement
  • Monitor for prompt injection attempts in production with real-time detection
  • Regularly audit your LLM application against the OWASP LLM Top 10
  • Run LLM-specific pentests as part of your pre-release checklist for AI features

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LLM Penetration Testing — AI Model Security — Vezraa | Vezraa