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Generative AI chat penetration testing

Building safer AI chat tools tested against real-world threats

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AI misuse is happening now - and it's evolving

With the evolution of Artificial Intelligence (AI) comes the ability to perform tasks at unprecedented speed and scale, leading to a new layer of complex vulnerabilities. As organisations embed AI into customer-facing tools and internal workflows, new challenges and opportunities for exploitation are introduced.

Chat-based AI interfaces, in particular, introduce a wide surface of vulnerabilities that traditional security testing often overlooks, exposing organisations to risks like data leakage, compliance breaches, and reputational damage.

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What is generative AI penetration testing?

We help our clients ensure that their AI tools perform ethically, reliably, and in line with emerging industry standards. Our Generative AI penetration testing service is a security assessment designed by our experts to identify and address these emerging risks.

Organisations are increasingly relying on generative AI to streamline day-to-day processes and enhance customer experience, which introduces several technical challenges that must be addressed before it is deployed for use:

  • Accuracy and reliability of AI outputs
  • Confidential or sensitive information disclosure
  • Understanding the interface’s security vulnerabilities
  • Maintaining the interface’s resilience against evolving threats
  • Aligning with emerging industry standards

Our approach to securing your AI tools

With extensive expertise in both Information Assurance and security testing, we’ll assess the security, accuracy, and compliance of your generative AI tools.

Accuracy and sensitivity

We’ll test the tool against various scenarios to evaluate its capability and ensure it provides accurate, reliable and non-sensitive information.

Identifying vulnerabilities

We’ll conduct in-depth penetration testing, adopting the role of a real-world threat actor to identify potential vulnerabilities of your AI tool and what would happen if they were exploited.

Remediation

We’ll provide detailed and actionable remediation advice to ensure your AI tool meets all the required security and industry standards.

Continuous improvement

Through monitoring and feedback, we’ll continue to refine your AI capabilities and security in line with evolving threats and emerging regulatory requirements.

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How often should you test your AI system?

To maintain the integrity and security of your Generative AI tools, we recommend a testing cadence tailored to your development cycle. During development, we advise conducting penetration testing quarterly or biannually, allowing teams to identify and remediate emerging vulnerabilities as the AI tool evolves.

Once your AI tool is live, we recommend conducting annual testing. If any significant changes to the tool are made that could impact data protection, model behaviour, or user-facing functionality, we recommend additional on-demand testing to ensure all security controls remain effective.

This proactive approach supports continuous assurance and helps your organisation stay ahead of evolving threats in the generative AI landscape.

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Why choose PGI?

Tailored and flexible service

Our Generative AI testing is designed with flexibility at its core, tailored to suit your specific needs and challenges. Our service is fully customisable, whether you want to closely simulate real-world attack scenarios or test pre-defined controls for a structured assessment.

In-depth expertise

With extensive experience in both Information Assurance and threat intelligence, we’re not just testing at surface level- we’re emulating real-world adversarial tactics to surface meaningful vulnerabilities. This intelligence-led approach means our clients benefit from both strategic insight and actionable guidance.

Continuous support


We support our clients with continuous improvement as your AI evolves. Whether through scheduled testing during development or periodic testing post-deployment, we’ll help you stay ahead of evolving threats.

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Other ways we can help:

Practical measures for defending your organisation against digital threats

Cyber incident preparedness and response

Cyber incident preparedness and response

Reduce the impact of a cyber attack or data breach with the expertise of our Incident Response team.

Cyber security breaches are inevitable. How your organisation plans for and handles a breach is what matters. Our Incident Response and cyber security experts can help your organisation prepare for, handle, and recover from cyber incidents.

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