/ LLM PENETRATION TESTING

LLM Penetration Testing

Applications built on large language models open up a new attack surface. Our penetration test follows the OWASP LLM Top 10 and blends conventional application security with AI-specific techniques to show what an attacker can really achieve.

OWASP LLM Top 10 coverage
the whole application in scope
findings backed by evidence
developer-friendly reporting

[ 01 ] / WHAT IT IS

What is an LLM penetration test, and what does it cover?

In short

An LLM penetration test is a security assessment of applications built on large language models, run against standard categories (the OWASP Top 10 for LLM Applications). It tests AI-specific attacks (such as prompt injection, insecure output handling and excessive agency) together with conventional web and API attacks.

An LLM-based application is more than a model. It includes the user interface, the API, prompt templates, data sources (such as the vector database behind a RAG system), external tools and plugins, and the code that processes the model's output. An LLM penetration test examines that whole chain through an attacker's eyes, looking for conventional and AI-specific weaknesses together.

The test is guided by the OWASP Top 10 for LLM Applications. It covers prompt injection (steering the model with hidden instructions), sensitive information disclosure, supply chain risks, data and model poisoning, improper output handling (where model output gets executed as code), excessive agency, system prompt leakage, vector and embedding weaknesses, misinformation and unbounded resource consumption.

It is the narrower, security-focused counterpart of AI Red Teaming: it follows standard categories, builds on the methodology of conventional penetration testing, and gives developers findings they can reproduce and fix directly. Together the two give the fullest picture.

Methodologies and standards

  • OWASP Top 10 for LLM Applications
  • OWASP ASVS
  • OWASP API Security Top 10
  • MITRE ATLAS
  • NIST AI RMF
  • ISO/IEC 27001

[ 02 ] / WHO IT'S FOR

Who benefits from an LLM penetration test?

Anyone integrating a large language model into a product or an internal process where security matters.

01

Developers of LLM-based products

Find exploitable flaws before release, and give customers credible evidence of security.

02

Companies using chatbots, coding or internal assistants

Assistants connected to internal knowledge bases, email or developer tools can carry a serious data-leakage risk.

03

Teams building RAG systems

Externally sourced content entering the knowledge base can hide instructions. The test shows whether your system handles that.

04

Builders of agents and automation

Manipulating an over-privileged agent can cause direct business damage. The test exposes those paths.

05

Providers in regulated sectors

Financial, healthcare and public-sector organizations may be expected to document security testing of their AI systems.

06

Buyers of third-party AI services

Testing a supplier's AI product before purchase and after integration is well worth the effort.

[ 03 ] / WHAT'S INCLUDED

What an LLM penetration test covers

We tailor the scope to your application's architecture. The following areas are typical.

01

Prompt injection testing

Direct and indirect injection (hidden in documents, web pages and emails), including attacks disguised by encoding and multi-step techniques.

02

Sensitive information and system prompt leakage

We check whether the model discloses its instructions, internal documents, other users' data or information derived from training data.

03

Improper output handling

We verify that the model's output is processed safely (XSS, SQL injection, code execution, SSRF through the output).

04

Agents, plugins and tool calls

We examine the permissions of connected tools, validation of calls and whether user confirmations can be bypassed (excessive agency).

05

RAG and vector databases

We test data and access separation, poisoning of the knowledge base, embeddings and unauthorized data access through queries.

06

Conventional web and API security

Authentication, authorization, rate limits and the APIs around the application, tested to OWASP ASVS and API Top 10.

07

Resource abuse and cost risk

We test for unbounded consumption, denial of service and token-driven cost abuse.

08

Supply chain and model management

We review the provenance and integrity of the models, datasets, plugins and dependencies in use.

[ 04 ] / HOW IT WORKS

How an LLM penetration test runs

The process follows classic application security testing, extended with AI-specific techniques.

01

Learning the architecture

We map the model, prompt templates, data sources, integrations and data flows, and define the scope.

02

Threat modeling

We establish who might attack, what they could reach, and which OWASP LLM Top 10 categories matter most.

03

Testing

Manual and automated tests, combined with conventional application security methods, probe the system.

04

Exploitation and impact

We prove the real impact of flaws we find, such as data leakage or an unauthorized action, in a controlled way.

05

Reporting

We document with reproducible steps, evidence, risk ratings and specific remediation advice.

06

Retest

After fixes, we confirm the issues are gone and that the new defenses did not introduce new weaknesses.

[ 05 ] / WHAT IT SOLVES

What an LLM penetration test solves, and why it pays off

In LLM applications, conventional flaws (such as broken access control) and new AI-specific flaws appear together. A manipulated model's output can be the way in to something bigger: data theft, an unauthorized action or a route to internal systems. The test examines that chain end to end.

The report is immediately usable by developers: specific flaws, reproducible steps and remediation advice, so problems can be fixed cheaply before release.

  • finds LLM-specific and conventional vulnerabilities together
  • helps prevent leakage of confidential data
  • reduces the permission risk of agents and integrations
  • evidence for customers, auditors and regulators
  • verifiable coverage against the OWASP LLM Top 10

What you receive

  • executive summary
  • OWASP LLM Top 10 coverage map
  • exploitable vulnerabilities with evidence
  • risk ratings by impact and likelihood
  • specific remediation advice for developers
  • retest report

[ 06 ] / WHY QYNTAR

Why have Qyntar run your LLM penetration test?

Because LLM application security sits where AI-specific knowledge meets conventional application security.

Application security roots

We build on web and API testing experience, so we find the classic weaknesses alongside the AI ones.

Current methodology

Testing is based on the OWASP LLM Top 10 and MITRE ATLAS, and we keep up with new attack techniques.

Developer-friendly reporting

Findings are reproducible and recommendations are specific, so your developers can fix quickly.

[ 07 ] / FAQ

Frequently asked questions: LLM Penetration Testing

What is an LLM penetration test?

A security assessment of applications built on large language models, run against standard categories (OWASP Top 10 for LLM Applications) and conventional application security methods, with controlled exploitation.

How does an LLM penetration test differ from AI Red Teaming?

The LLM penetration test concentrates on technical security, along standard categories. AI Red Teaming is broader, creative and objective-driven, and also covers misuse, harmful output and reliability risks.

What is the OWASP Top 10 for LLM Applications?

An OWASP project listing the ten most critical risks for applications built on large language models, among them prompt injection, sensitive information disclosure, supply chain risk, data poisoning and excessive agency. The list is updated regularly.

Do you test our own model or a third-party API?

We test the application and its integrations, whether the model is your own or comes from a provider. For third-party models we check the provider's terms of use beforehand and seek permission where needed.

Do you need source code or privileged access?

A black-box test is possible, but knowing the prompt templates, architecture and configuration allows a more precise and efficient assessment. We settle the level of cooperation when agreeing the scope.

Could the test endanger production or data?

We run the test in a controlled way, preferably in a test or staging environment. In production we work under agreed rules and stop conditions, and we do not perform destructive actions.

When should we retest?

After significant changes to the model, prompts or data sources, when a new capability (a new tool or plugin) is added, and periodically, because new attack techniques keep appearing.

[ + ] / CONTACT

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