AI & LLM Security Testing
Identify and Remediate AI and LLM Security Risks with Manual AI Penetration Testing
Artifice Security performs AI and LLM security testing by simulating real-world attacks against AI applications, large language model integrations, and AI-enabled workflows. Using advanced manual testing techniques, we identify prompt injection, inference attacks, sensitive data exposure, insecure model access, tool abuse, and other weaknesses that traditional penetration tests and automated scanning often miss.
Based in Denver, Colorado, we proudly serve businesses locally and nationwide, delivering high-impact assessments that go beyond surface-level AI testing.
Our consultants bring decades of experience in offensive security, web application penetration testing, and complex application logic analysis, which allows us to assess AI systems in the context of how they actually operate in production. This perspective helps us uncover meaningful, exploitable flaws and provide clear, actionable remediation guidance your team can use immediately.
Whether your organization is deploying a standalone AI feature, an LLM-powered application, a retrieval-augmented generation (RAG) system, or an agent-based workflow, choose a penetration testing company trusted for deep technical expertise, tailored assessments, and precise, real-world security testing.
advantages
How AI Security Testing Helps Strengthen Your Security
A professionally performed AI security assessment gives your organization a realistic evaluation of how attackers could abuse AI functionality within your applications. As organizations rapidly integrate large language models and AI-driven workflows into products and internal tools, new attack surfaces emerge that traditional penetration tests may not fully cover.
With AI & LLM security testing, you can:
- Identify prompt injection attacks that manipulate AI systems into ignoring safeguards or exposing sensitive information.
- Detect inference attacks that allow attackers to extract confidential data through carefully crafted prompts.
- Reveal weaknesses in retrieval-augmented generation (RAG) systems that may allow manipulation of knowledge sources or leakage of internal data.
- Uncover insecure integrations between AI systems and external tools, APIs, or plugins.
- Identify privilege escalation paths where AI workflows can trigger actions beyond their intended permissions.
- Demonstrate real business risk by simulating how attackers could abuse AI features to access sensitive data or perform unintended operations.
- Strengthen trust with customers and stakeholders by demonstrating that your organization takes AI security seriously.
compare
Automated vs. Manual AI Security Testing
Automated tools can assist with basic AI security checks, but relying solely on automation creates significant blind spots when assessing modern AI systems.
Many AI vulnerabilities depend on context, prompt manipulation, or chained interactions between models, data sources, and application logic. These issues cannot be reliably detected by scanners.
Automated tools often miss vulnerabilities such as:
- Prompt injection attacks that override system instructions.
- Inference attacks that extract sensitive information from model responses.
- Unsafe tool or plugin invocation triggered through crafted prompts.
- Weak authorization controls within AI-powered workflows.
- Manipulation of retrieval-augmented generation (RAG) data sources.
- Logical flaws in AI application behavior that allow unintended actions.
At Artifice Security, we perform manual AI security testing using adversarial thinking and real-world attack techniques. Our consultants interact directly with AI systems to simulate how attackers manipulate prompts, chain vulnerabilities, and exploit weaknesses in AI integrations.
This hands-on approach reveals risks that automated tools cannot detect and provides organizations with actionable insight into how their AI systems could be abused in real-world scenarios.
test types
Types of AI & LLM Security Testing
AI Application Security Testing
Modern applications increasingly rely on AI functionality for automation, decision-making, and user interaction. We test how attackers could abuse these AI features to bypass controls, manipulate outputs, or gain unauthorized access to sensitive information.
Our testing focuses on prompt handling, access controls, data exposure, and how AI functionality interacts with the surrounding application environment.
LLM Security Testing
Large language models introduce unique security challenges that do not exist in traditional software systems. Our testing simulates adversarial prompts designed to manipulate model behavior, bypass safety controls, and extract sensitive data.
We analyze how the model processes instructions, handles context, and interacts with other components of the application.
RAG and AI Workflow Security Testing
Many AI systems rely on retrieval-augmented generation (RAG), external APIs, and automated tools to expand model capabilities. These integrations can introduce significant security risks if not properly secured.
Artifice Security evaluates how AI systems interact with knowledge bases, internal documents, external services, and automation tools to identify opportunities for data leakage, manipulation, or unintended system actions.
vulnerabilities
Common AI & LLM Vulnerabilities We Test
AI-powered applications introduce unique attack surfaces that traditional security testing may overlook. During an AI & LLM security assessment, Artifice Security evaluates systems for vulnerabilities that go beyond the OWASP top 10 for LLM that could allow attackers to manipulate model behavior, extract sensitive information, or trigger unintended system actions.
Common issues we test for include:
Prompt injection attacks that override system instructions or bypass safety controls
Indirect prompt injection through external content such as documents, websites, or user-submitted data
Inference attacks that extract sensitive information through carefully crafted prompts
Retrieval-augmented generation (RAG) poisoning and manipulation of knowledge sources
Unsafe tool or plugin invocation triggered by model output
Model jailbreak techniques designed to bypass guardrails or restrictions
Authorization flaws in AI-driven workflows and agent actions
Sensitive data leakage through model responses or contextual memory
methodology
AI & LLM Security Testing Methodology
Artifice Security follows a proven, repeatable methodology for assessing AI applications, large language model integrations, and AI-driven workflows. Our approach is highly manual because meaningful AI security testing requires contextual analysis, adversarial thinking, and real interaction with the target system. This allows us to uncover complex vulnerabilities that automated tools routinely miss.
Each issue in our final report is validated by hand and supported with clear, repeatable proofs-of-concept so your team can understand the risk and fix it with confidence. To ensure consistency and quality, we organize every AI & LLM security assessment into the following key phases:
01
Define the Scope
Before testing begins, Artifice Security works with your team to define the exact scope of the engagement. This includes identifying the AI-enabled features, model integrations, data sources, workflows, and supporting infrastructure that will be assessed.
Identify AI applications, LLM features, agents, APIs, plugins, or workflows to be tested
Define which environments are in scope, such as production, staging, or isolated test instances
Identify connected systems such as vector databases, knowledge bases, external tools, and third-party APIs
Define exclusions, safety boundaries, and any operational constraints
Schedule testing dates and establish communication and escalation procedures
02
Information Gathering / Architecture Review
We begin by analyzing how the AI system is designed, what data it can access, how prompts are processed, and what actions the model or workflow can trigger. This helps us identify likely attack surfaces before active testing begins.
Review application workflows and AI feature behavior from an attacker’s perspective
Identify model entry points such as chat interfaces, APIs, embedded assistants, and agent workflows
Map trust boundaries between users, prompts, models, retrieval layers, tools, and downstream systems
Identify accessible data sources including uploaded content, internal documents, and retrieval-connected knowledge stores
Review authentication, authorization, and role boundaries that affect AI functionality
03
Enumeration & Attack Surface Analysis
Artifice Security performs active analysis of the AI system to identify exposed functionality, weak controls, and potential abuse paths. This phase focuses on understanding how the model behaves under normal and abnormal conditions.
Enumerate available prompts, workflows, tools, and model-driven actions
Identify insecure model access patterns and missing access controls
Assess how the application handles context, memory, file uploads, and user-supplied content
Analyze retrieval-augmented generation (RAG) behavior and connected knowledge sources
Review plugin, tool, and API integrations for abuse opportunities
Identify weak boundaries between trusted instructions, untrusted content, and model output
04
Attack & Exploitation
Using manual techniques, our consultants attempt to exploit vulnerabilities in the AI system to demonstrate real-world risk. These are controlled, ethical attacks performed carefully to avoid disruption while showing how the system could be abused by a real adversary.
Test for prompt injection and instruction override attacks
Attempt inference attacks to extract sensitive or hidden information through crafted interactions
Evaluate whether model output can be used to trigger unauthorized actions or unsafe downstream behavior
Test for RAG abuse, context manipulation, and unauthorized data retrieval
Assess insecure plugin, tool, and agent behavior that could expand attacker control
Chain multiple weaknesses together to simulate realistic attack paths and business impact
Deliver clear, documented proofs-of-concept where appropriate
05
Reporting
We provide a clear, prioritized report that explains both technical risk and business impact. Every finding is manually validated to eliminate false positives and ensure your team can act on the results immediately.
Your report includes:
A non-technical executive summary explaining the business impact of the findings
A vulnerability list ranked by severity, exploitability, and potential downstream impact
Step-by-step attack narratives showing how the AI behavior was abused
Screenshots and repeatable proofs-of-concept for each validated issue
Clear remediation guidance tailored to your AI architecture and workflows
Optional customer-facing report and attestation letter
06
Remediation Testing (Retesting)
Once your team has addressed the findings, Artifice Security can re-test the identified vulnerabilities to confirm they were properly fixed and that the AI functionality behaves securely after remediation.
Validate that previously identified vulnerabilities have been resolved
Confirm that fixes did not introduce new weaknesses or break intended functionality
Issue an updated report reflecting the current security posture
Provide evidence for audits, customer assurance, and internal stakeholders
FAQ
Frequently Asked Questions
What is AI penetration testing?
AI penetration testing evaluates the security of applications that use artificial intelligence, large language models (LLMs), or AI-driven workflows. The goal is to identify ways attackers could manipulate AI functionality to bypass safeguards, extract sensitive data, or trigger unintended system actions. Unlike traditional testing, AI security assessments focus on how prompts, model behavior, data sources, and integrations can be abused.
How is AI security testing different from traditional penetration testing?
Traditional penetration testing focuses on infrastructure, networks, and application vulnerabilities such as outdated software or misconfigured services. AI security testing evaluates risks unique to AI systems, including prompt injection, inference attacks, unsafe model outputs, and weaknesses in retrieval-augmented generation (RAG) pipelines. Because these vulnerabilities depend on context and model behavior, they often require manual testing and adversarial interaction with the system.
What types of AI systems should be tested?
Any application that integrates AI or large language models can benefit from security testing. This includes chatbots, customer support assistants, AI-powered search systems, internal knowledge assistants, code-generation tools, AI agents that interact with external systems, and applications that use retrieval-augmented generation (RAG) to access internal documents or data sources.
What are the most common vulnerabilities in AI applications?
Common AI security risks include prompt injection attacks that override model instructions, inference attacks that expose sensitive data through model responses, insecure integrations with plugins or external tools, weak authorization controls around AI functionality, and manipulation of retrieval-based knowledge sources. These vulnerabilities can allow attackers to access confidential information or trigger unintended actions within connected systems. We test using OWASP’s AI / LLM testing methodology.
How long does an AI security assessment take?
The duration of an AI security assessment depends on the complexity of the system being tested. Smaller AI features or chat-based applications may require only a few days of testing, while complex AI platforms with multiple integrations, agents, or knowledge sources may require one to two weeks. Artifice Security works with your team to define the scope and timeline before testing begins.

