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AI Penetration Testing2026-06-05T13:21:06+00:00

AI PENETRATION TESTING

Is Your AI Safe From Attack?

Artificial Intelligence is rapidly becoming part of everyday business operations, from customer service chatbots and internal assistants to automated decision-making tools and AI-powered applications.

However, AI introduces a new category of security risks that traditional penetration testing was never designed to identify.

Prompt injection, model manipulation, sensitive data leakage, insecure integrations and third-party model dependencies can all create unexpected vulnerabilities that expose organisations to operational, regulatory and reputational risk.

As organisations continue to adopt AI technologies, understanding how these systems behave under attack is becoming just as important as testing traditional infrastructure, applications and networks.

RightCue’s AI Penetration Testing service helps organisations identify weaknesses before they become business problems.

AI penetration testing

Why AI Security Matters

Unlike traditional applications, AI systems are designed to generate responses, make decisions and interact dynamically with users and data.

This creates entirely new attack paths that may not be detected through conventional security testing.

An attacker may not need to exploit a software vulnerability to compromise an AI system. Instead, they may manipulate prompts, influence model behaviour, extract sensitive information or abuse automated actions performed by AI agents.

As AI adoption grows, organisations need confidence that these systems are operating securely, responsibly and in line with their wider cyber security and governance obligations.

CREST penetration testing

How RightCue Tests AI Systems

Our AI Penetration Testing service simulates real-world attacks against Large Language Models (LLMs), AI-powered applications, Retrieval-Augmented Generation (RAG) environments and machine learning workflows.

The objective is simple: identify how an attacker could manipulate, bypass or abuse your AI systems before they have the opportunity to do so.

Testing is conducted using recognised industry frameworks, including:

  • OWASP Top 10 for Large Language Model Applications
  • MITRE ATLAS (Adversarial Threat Landscape for Artificial Intelligence Systems)
  • AI-specific adversarial testing methodologies
  • Secure AI development and deployment best practices

As with all RightCue services, findings are presented in clear, business-focused language, helping both technical and non-technical stakeholders understand the risks and prioritise remediation.

What We Test

Assess whether attackers can manipulate prompts to bypass safeguards, override instructions or generate unauthorised responses.

Identify whether confidential information, customer data or proprietary content can be exposed through AI-generated outputs.

Review authentication, authorisation and integration controls protecting AI models and supporting services.Review authentication, authorisation and integration controls protecting AI models and supporting services.

Assess the security of knowledge bases, data sources and retrieval pipelines that power AI responses.

Evaluate dependencies on third-party models, plugins, datasets and AI providers that could introduce risk into your environment.

Test autonomous AI agents and tool-use capabilities to identify opportunities for abuse, privilege escalation or unauthorised actions.

Assess how effectively safety controls, policies and restrictions withstand adversarial testing and misuse attempts.

MSP compliance
The objective is simple: identify how an attacker could manipulate, bypass or abuse your AI systems before they have the opportunity to do so

Typical Risks We Help Identify

  • Exposure of sensitive information through AI outputs

  • Weaknesses in AI guardrails and safety controls

  • Risks within third-party AI services and models

  • Unauthorised access to internal knowledge sources

  • Insecure integrations and excessive permissions

  • Weaknesses in AI governance and accountability

  • Operational resilience concerns relating to AI adoption

  • Emerging compliance and regulatory risks

Clear Guidance. Practical Assurance.

Artificial Intelligence presents significant opportunities for organisations, but it also introduces new security, governance and resilience considerations.

Our role is to help organisations understand where genuine risks exist, provide independent assurance and support informed decision-making as AI adoption continues to evolve.

Whether you are exploring AI for the first time, deploying internal AI assistants or integrating AI into business-critical processes, RightCue can help you navigate the journey with confidence.

ISO 27001 consultancy

Speak to RightCue About AI Security & Assurance

If your organisation is exploring or adopting Artificial Intelligence, we’d be happy to discuss how independent AI Security & Assurance can help you build confidence, strengthen resilience and reduce risk.

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