Overview
As organisations increasingly rely on chatbots, voice assistants and other AI powered helpers, these tools become a vital part of how you serve customers and staff. Yet they also create new opportunities for abuse if they are not designed with security in mind. A malicious query could coax an assistant into revealing private data, performing unauthorised actions or producing harmful responses. Our AI Assistant Penetration Testing service helps you identify and fix these weaknesses before they can be exploited.
Key benefits
- Identify and remediate vulnerabilities, injection risks and unsafe prompt handling.
- Protect customer data and reduce the risk of unauthorised access or data leakage.
- Increase trust and user confidence by ensuring the assistant behaves safely and consistently.
- Enhance compliance with data protection and AI ethics guidelines.
- Gain clear recommendations to harden configurations, training data and operational controls.
What we examine
- How the assistant is integrated with your website and back‑office systems.
- How it collects, stores and shares customer data.
- The checks that ensure only authorised users and queries are accepted.
- Protections against malicious prompts and confusing or misleading input.
- Measures to uphold privacy, confidentiality and compliance.
Assessment types
Our assessments are categorised by where and how your assistant operates – whether it’s exposed as a public chatbot, an authenticated web-based AI assistant, embedded AI search support, or an internal resource using large language models or managed cloud platforms. We structure the test to match your deployment and use appropriate access levels, such as read‑only or full administration, to uncover weaknesses without disrupting operations.
- Authenticated web-based AI assistants – testing with valid accounts for each user role (standard, editor, admin) to find prompt injection, escalation and authorisation weaknesses.
- External chatbots and AI‑powered customer service agents – assessing publicly accessible assistants for injection, misinformation and abuse across the internet.
- AI‑enhanced search or Q&A support – examining how integrated AI search features handle user queries and protect underlying data and logic.
- Internal AI assistants and knowledge‑base tools – evaluating AI resources used by staff or contractors to prevent internal misuse, privilege escalation and leakage of sensitive information.
- Large language model and generative AI services – reviewing implementations of LLMs (OpenAI, Anthropic and similar) integrated into your products to identify prompt exploitation and data‑handling risks.
- Managed cloud platform AI services – assessing AI services running on Azure OpenAI Service, AWS Bedrock, Google Vertex AI or similar managed platforms to check for misconfiguration, insecure API endpoints and data exposures.
How we work
For a well‑rounded assessment, we can examine your assistant from different perspectives. Black‑box testing looks at it as an outsider would, without insider knowledge. White‑box testing involves full transparency of how it is built. Grey‑box testing blends the two by combining an understanding of the assistant’s design with the viewpoint of an attacker. This flexible approach allows us to tailor the test to your risk appetite.
- Understand your goals and how the assistant fits into your business.
- Conduct a structured manual review, exploring the user journey and back‑end integrations.
- Provide a clear report that prioritises issues and recommends fixes in plain language.
- Support you after the test as you interpret findings and implement improvements.
If your organisation depends on AI assistants, our thorough security reviews provide peace of mind. Arrange a confidential consultation with our specialists to discuss how we can help keep your AI services safe, trustworthy and compliant.