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AI Agent & LLM Penetration Testing

If your product has an AI that can take real actions — sending emails, looking things up, moving money — someone will try to talk it into doing something it shouldn't. That's our job before they get to it.

What it is

AI/LLM penetration testing, defined

AI agent and LLM penetration testing is adversarial testing for LLM-powered products — simulating prompt injection and jailbreak techniques, tool-call hijacking and excessive agency abuse, RAG and vector-store exfiltration, and system prompt or training-data leakage.

Unlike a conventional application, the caller of your backend logic is a language model whose behavior is influenced by whatever content it just read — a document, an email, a tool response. That's a fundamentally different attack surface than a human user with a browser.

What we test

LLM01:2025-Prompt InjectionLLM06:2025-Excessive AgencyASI01:2026-Agent Goal HijackASI02:2026-Tool Misuse & Exploitation

Mapped to the OWASP LLM Top 10 & Agentic (ASI) Top 10

Findings map to both the OWASP Top 10 for LLM Applications (2025) and the OWASP Top 10 for Agentic Applications (2026).

LLM01:2025Prompt Injection
LLM02:2025Sensitive Information Disclosure
LLM06:2025Excessive Agency
LLM07:2025System Prompt Leakage
LLM08:2025Vector and Embedding Weaknesses
ASI01:2026Agent Goal Hijack
ASI02:2026Tool Misuse & Exploitation
ASI03:2026Agent Identity & Privilege Abuse
ASI06:2026Memory & Context Poisoning
ASI10:2026Rogue Agents

How ComplyArmor runs AI/LLM penetration testing

We attempt real jailbreaks and tool-call boundary violations against a live target, not a static prompt-injection checklist — see our full guide to agentic AI security for the complete methodology. Delivered as Smart PTaaS — continuous rather than a one-off engagement — and following our testing methodology: discover, scan, exploit, validate. Every finding maps to your compliance requirements.

Frequently asked questions

What is AI/LLM penetration testing?

Adversarial testing for AI agents and LLM-powered products — attempting prompt injection, jailbreaks, tool-call hijacking, and excessive-agency abuse against a live target, mapped to the OWASP LLM Top 10 and Agentic (ASI) Top 10.

What is the difference between LLM testing and AI agent testing?

LLM testing focuses on the model's input-output behavior — jailbreaks, data leakage. AI agent testing extends that to autonomous, tool-using systems — goal hijack, tool misuse, memory poisoning — risks that only exist because the system can take real actions, not just generate text.

Can automated tools fully test AI agent security?

No. The highest-impact failures are sequence-level — each individual tool call looks authorized and legitimate, and only the combination is an attack. That requires a human adversary who understands the business logic, not just a prompt-injection pattern matcher.

Do you test MCP servers as part of AI/LLM testing?

MCP servers are tested as a related but distinct surface — see our dedicated MCP server pentesting methodology for the protocol-layer testing that complements AI agent behavior testing.

Ready when you are

See AI/LLM penetration testing on your own attack surface.

Book a live demo to see how ComplyArmor works — then walk away with a sample report.