SKILL: AI Pentest

SKILL: AI Pentest

Metadata

• Skill Name: ai-security
• Folder: offensive-ai-security
• Source: https://github.com/SnailSploit/offensive-checklist/blob/main/ai.md

Description

AI/LLM security offensive checklist: prompt injection, jailbreaking, model extraction, training data poisoning, adversarial inputs, LLM-assisted attack automation, and AI system reconnaissance. Use when assessing AI/ML systems, red-teaming LLMs, or researching AI attack vectors.

Trigger Phrases

Use this skill when the conversation involves any of: AI security, LLM security, prompt injection, jailbreak, model extraction, training data poisoning, adversarial input, AI red team, ML security, RAG poisoning, AI attack

Instructions for Claude

When this skill is active:

1. Load and apply the full methodology below as your operational checklist
2. Follow steps in order unless the user specifies otherwise
3. For each technique, consider applicability to the current target/context
4. Track which checklist items have been completed
5. Suggest next steps based on findings

Full Methodology

AI Pentest

Shortcut

• Understand the AI system, its components (LLM, APIs, data sources, plugins), and functionalities. Identify critical assets and potential business impacts.
• Collect details about the model, underlying technologies, APIs, and data flow.
• Vulnerability Assessment:
  • Use tools like garak, LLMFuzzer to identify common vulnerabilities.
  • Craft prompts to test for injections, jailbreaks, and biased outputs.
  • Probe for data leakage and insecure output handling.
  • Assess plugin security and excessive agency.
• Attempt to exploit identified vulnerabilities and chain them for greater impact (e.g., prompt injection leading to data exfiltration via excessive agency).
• If access is gained, explore possibilities like model theft, further data exfiltration, or lateral movement.