AI Offensive Testing

AI is embedded in your business. Standard penetration testing was never built to assess it. Security vulnerabilities unique to AI — prompt injection, model extraction, training data exposure — require a fundamentally different approach.

Crimson Wall's AI Offensive Testing service employs advanced adversarial techniques to systematically attack your AI systems, uncovering security weaknesses before malicious actors can exploit them. We combine cutting-edge adversarial AI research with traditional penetration testing methodology to deliver a comprehensive security assessment of your entire AI ecosystem.

What we test

AI Application Layer

Prompt injection, input manipulation, authentication bypass, and testing of enterprise AI tools such as Microsoft Copilot on SharePoint for unauthorised data exposure.

AI Infrastructure

Testing of cloud AI services, GPU clusters, and containerised ML environments — including network segmentation, access controls, and lateral movement paths.

MCP Systems

Security assessment of Model Context Protocol implementations that give AI agents access to your databases, file systems, and APIs.

Model Security

Model stealing and inversion attacks, adversarial example generation, and jailbreak testing against safety guardrails and content filters.

Real-world scenarios we test

  • SharePoint Copilot exposure — testing whether users can extract documents they shouldn't have access to via crafted Copilot prompts
  • Enterprise AI assistant abuse — assessing whether AI productivity tools can be manipulated to leak sensitive business data
  • AI-powered customer service — testing chatbots for information leakage, customer record access, and response manipulation
  • Document processing AI — testing intelligent document systems for malicious content injection and classification bypass
  • AI safety guardrail bypass — systematic jailbreak attempts to identify whether safety controls can be circumvented

Why choose our AI testing

Cutting-Edge Expertise

Our team combines active AI security research with practical penetration testing — staying current with the latest adversarial techniques and emerging threats.

Regulatory Alignment

Testing aligned with emerging AI regulations and industry standards, providing evidence of due diligence for auditors and insurers.

Measurable Outcomes

Clear metrics demonstrating security posture improvement and quantifiable risk reduction across your AI systems.

Full Lifecycle Coverage

Testing spans from development through production — ensuring no security gaps remain unaddressed regardless of where you are in the AI deployment lifecycle.

Ready to get started?

Contact us for a consultation — we'll assess your specific risks and recommend the right protection for your organisation.

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