AI Penetration Testing

AI-powered systems are transforming the way organizations operate — but they also introduce a new and more complex attack surface.

Machine learning models, decision engines, and AI infrastructures create unique security risks that do not exist in traditional applications.

An AI Penetration Test is designed to thoroughly assess the security posture of AI-powered applications, ML infrastructures, and AI models by simulating real-world attackers attempting to exploit vulnerabilities unique to AI environments.

Our assessments focus not only on infrastructure and communications, but also on model behavior, input/output mechanisms, data exposure, and learning logic that may be vulnerable to abuse or exploitation.

Identify Critical AI Security Vulnerabilities Before Attackers Do

AI systems are more than just software—they learn, adapt, and sometimes behave unpredictably. This creates entirely new attack vectors, including: prompt injection, data poisoning, bypassing safety controls, extraction of sensitive information, and compromising the integrity of AI-driven decisions.

RedEntry’s AI Penetration Testing covers the entire AI ecosystem, including:

  • AI-powered applications (LLMs, Chatbots, AI Engines)
  • ML Infrastructure & AI Pipelines
  • AI Models (Model Behavior & Abuse)

We follow industry-leading standards including OWASP Top 10 for LLM Applications, combined with PTES and NIST methodologies, tailoring every assessment to your organization’s unique architecture and risk profile.

Our testing combines:

  • Advanced offensive security tools
  • In-depth manual penetration testing
  • Real-world attack simulations against AI models and their behavior

Critical Vulnerabilities We Can Identify

Our AI Penetration Testing can uncover issues such as:

What We Offer

At RedEntry, we provide AI Penetration Testing using a holistic approach — from infrastructure to the AI model itself. Each engagement is customized based on architecture, model type, data sensitivity and business risks.

Our approach focuses on delivering actionable results:

Our reports comply with international standards including: ISO 27001, SOC 2, GDPR and more.

Eli Levin

Founder & CEO at Cyberoot

We worked with RedEntry on an AI-based procurement platform penetration test, and the depth of their assessment — particularly around model behavior — was exceptional.

They identified critical vulnerabilities such as Prompt Injection and business logic flaws, presenting clear findings with meaningful business impact and practical remediation recommendations.

The assessment was precise, professional, and transparent. We consider RedEntry a trusted partner for securing AI systems.

Benefits of
AI Penetration Testing

AI security assessments provide organizations with more than protection — they help build trust, support regulatory compliance, and enable secure innovation.

Identify AI-Specific Vulnerabilities

Evaluate AI models, prompts, inputs, outputs, and learning logic to discover security flaws that traditional penetration testing cannot detect.

Support Advanced Regulatory Compliance

Prepare for evolving AI governance frameworks and data protection requirements, including ISO standards, SOC 2, AI Governance Frameworks, and future AI-specific regulations.

Prevent Sensitive Data Leakage

Identify scenarios where confidential information could be extracted through prompts, queries, or interaction with AI models.

Increase Customer Trust

Demonstrate responsible and secure AI adoption while protecting privacy, system stability, and service reliability.

AI Penetration Testing Types

We offer several assessment approaches depending on your objectives:

Black Box

testing without prior information

Gray Box

partial access to information and interfaces

White Box

full access to source code, models, and architecture

Systems under test:

Model Security Testing

AI Pipelines
& MLOps Testing

LLM-Based
Applications Testing

Tools We Use

Our AI Penetration Testing Methodology

01

Planning & Scoping

We define assessment objectives, review the AI architecture, understand the models and datasets, and establish testing boundaries.

02

Reconnaissance & Attack Surface Mapping

We identify all entry points, including APIs, AI models, user interfaces, data flows, and AI pipelines.

03

Controlled Attack Simulation

We perform real-world attack scenarios including: prompt injection, data leakage, guardrail bypass, data poisoning, SSRF, injection attacks and additional AI-specific attack techniques.

04

Reporting & Remediation

We deliver a detailed report, converting the findings into readable and actionable text, that include a risk rating, technical evidence and screenshots, recommendations for code- and configuration-level remediation guidance, and a proposed prioritization based on business impact analysis.

We also support remediation efforts by performing a retest, followed by a final report and completion certificate.

Why Choose RedEntry

Proven experience delivering hundreds of successful penetration tests for organizations worldwide

Senior ethical hackers with backgrounds in elite cyber units

Full transparency throughout every project

Reports that are clear, actionable, and easy to understand for both executives and technical teams

Tailored pentesting services that fit your systems, size, and regulatory needs

Our deliverables are fully compliant with the strictest industry standards and regulations, including SOC 2, ISO 27001, PCI, and more.

Our Experts

RedEntry’s penetration tests are conducted by cybersecurity professionals with extensive operational experience and training from the world’s leading security organizations.
Our team holds the industry’s most prestigious certifications in information security and offensive security, representing the highest standard of technical expertise in the field.

It’s time to find out how well your organization is truly protected.

Don't wait for a security incident – perform a professional AI penetration test today with RedEntry's team of experts.