AI LLM Penetration Testing
CQR Company conducts deep offensive security testing against AI models, exposing jailbreaks, prompt injections, data leakage, and tool-call abuse — across AI assistants, chatbots, RAG pipelines, and autonomous AI agents.
Designed for:
AI Assistants & Chatbots
LLM APIs & System Prompts
RAG Pipelines & Memory Chains
LangChain / Function-Calling Agents
and other…
Deliverables
What We Deliver
Full-spectrum LLM testing: real-world exploits, automation, and red team simulation to ensure resilience.
Prompt Injection Stress Testing
Tests model defenses using obfuscated prompts and multilingual adversarial inputs.
Jailbreak Chain Simulations
Simulates filter bypass through roleplay, recursion, and deceptive prompt sequences.
Model Abuse & Hallucination Audits
Detects biased, false, or harmful outputs under controlled testing conditions.
Training Data Extraction
Attempts to reveal memorized or sensitive data from the model’s training set.
Function Injection
Tests for unauthorized API calls via manipulated parameters and crafted JSON payloads.
Autonomous Offensive Modules
Uses PyRIT and AutoPentest for automated attacks and evolutionary fuzzing.
Realized
What CQR’s AI Pentest Covers
Full Offensive Coverage for Your AI Stack
Attack Surface
What We Do
AI Data Extraction
Echo pretraining data via divergence prompts
AI Prompt Injection
Bypass input filters using direct/indirect payloads
AI Jailbreak Simulation
Test resistance to DAN, role-play, hypotheticals
AI Tool Injection
Hijack function-calling & autonomous agents
AI Hallucination Testing
Abuse false answers to escalate trust attacks
Autonomous AI Pentesting
Use AI agents (PyRIT, AutoPentest) to simulate threat loops
Process
How we Operate?
Full Offensive Coverage for Your AI Stack
Scoping & Recon
1Corpus Generation
2Simulated Exploitation
3Red Team Deep Dive
4Report & Proof Package
5Retesting & Validation
6Industries
Who Needs LLM Penetration Testing
Whether you’re deploying LLMs into products or using them internally, real-world offensive testing helps you prevent prompt-based exploits, jailbreaks, and data leaks — before attackers do.
Startup
Launch GenAI products securely.Identify jailbreaks, injections, and prompt-based exploits early.
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Pre-launch model stress test
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Prompt injection detection
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Lightweight pentest setup
Medium Size Business
Scale AI safely with trusted LLMs.Test external integrations under real attack conditions.
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API-level LLM testing
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Plugin/tool abuse checks
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Risk-based vulnerability scan
Enterprise
Advanced LLM testing for regulated industries.Detect deep vulnerabilities, simulate threats, and validate compliance.
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Red team simulation at scale
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Compliance-ready reporting
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Deep LLM exploit coverage
Contact us
Let`s Talk
Take AI Assistant and lets talk about your security.
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