Pentesting AI & LLM Powered Applications

AI is the new attack surface. As enterprises adopt large language models, agents, and RAG pipelines, traditional testing can no longer keep pace. Redline's AI Pentesting service delivers end-to-end assessments of AI systems, uncovering critical vulnerabilities in prompts, data flows, model behaviors, agents, and downstream integrations. We provide clear insight into real risks and practical strategies to improve your defences

AI Penetration Testing

We’re Certified Industry Experts

Proven Methodology & Real-World Tradecraft

Our Approach to AI Pentesting

Computer graphic of a password being unlocked in a simulated cyber attack

Simulating Real-World AI Attack Scenarios.

End-to-end pentesting for LLMs, agents, and RAG ecosystems.

We simulate real-world threats to reveal where AI systems break down, exposing cascading exploits and weaknesses that traditional testing never uncovers.

Through research-driven methodology and adversarial tradecraft, we identify vulnerabilities across the entire AI stack, from prompts and outputs to agents, RAG pipelines, and downstream integrations. This provides clear insight into systemic risks and the strategies needed to defend against them.

Clarity and Confidence for AI Security

Actionable insights that strengthen resilience and compliance.

Our AI pentesting approach goes beyond surface testing to evaluate every layer where vulnerabilities can emerge. By systematically mapping inputs, probing ecosystems, assessing models, and chaining exploits, we deliver end-to-end assurance grounded in real attacker tradecraft.

By blending adversarial tradecraft with proven security hardening practices, we enable organizations to strengthen defenses against both current and emerging threats.

Our team member looking at two computer screens, doing a penetration test on a company's internal network.

Our Playbook

Our AI Pentesting Playbook

Map System Inputs

We identify and catalog every input path including UIs, APIs, file uploads, integrations, and agent interactions. This defines how untrusted data reaches the model and highlights where injection risks exist.

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Ecosystem Fingerprinting

We identify and catalog every input path including UIs, APIs, file uploads, integrations, and agent interactions. This defines how untrusted data reaches the model and highlights where injection risks exist.

Attack the Model

We evaluate the AI model for jailbreaks, safety filter bypasses, poisoning risks, inversion attacks, and configuration flaws. This ensures vulnerabilities beyond content generation are discovered and validated.

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Attack the Prompt

We apply advanced prompting tactics such as context manipulation, chained instructions, hidden directives, and agent poisoning. These techniques measure how the system interprets and executes instructions under pressure.

Attack the Data

We examine training data, embeddings, and RAG pipelines for leakage, corruption, or manipulation. This identifies how poisoned or tainted data can compromise AI reliability and trustworthiness.

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Application Testing

We review AI-enabled applications and integrations for traditional web security issues such as SSRF, XSS, command injection, IDOR, and insecure output handling. This ensures both classic and AI-specific vulnerabilities are addressed.

Exploit Chaining

We simulate real adversaries by chaining vulnerabilities, escalating privileges, and pivoting across SaaS, cloud, and on-prem environments. This validates the business impact of compromise beyond the initial AI layer.

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Serving a Diverse Range of Industries with Tailored Cybersecurity Solutions

Healthcare

Our Process

End-to-End Service Delivery

Planning & Scope

Define objectives, focus areas, and engagement parameters tailored to your unique digital environment.

Discover & Assess

Employ advanced tools to identify assets, uncover vulnerabilities, and simulate real-world cyberattacks.

Report & Remediate

Deliver a clear report with actionable insights and step-by-step guidance for remediating vulnerabilities.

The Redline Difference

Results You Can Count On

Transparent Pricing

Clear, upfront, with
no hidden costs.

Retesting After Fixes

Ensuring threats are truly eliminated.

Customized Approach

Services tailored to your unique needs.

Personalized Support

Dedicated partnership for your security.

Affordable Expertise

Top-tier protection, comfortably priced.

Proactive Protection

Preemptively securing your digital assets.

Secure locked padlock with circuits around a shield

Penetration testing that delivers real results.

Actionable Pentest Reports

Transparent Pricing

Frequently Asked AI Pentesting Questions

Answers to Your Questions

What is penetration testing and why is it important?

Pentesting, or penetration testing, is a simulated cyber attack on a system, network, or application to identify vulnerabilities before malicious hackers can exploit them. Redline helps businesses identify potential security weaknesses, ensuring that their digital assets are protected against real-world cyber threats.

How fast can I get a pentest?

We typically are able to schedule out within 5-10 days from a scoping call.

How much does a penetration test cost?

Our pricing is based on the complexity and scope of the project. Please reach out to us for a detailed quote. We respond to inquiries same day!

What is a cybersecurity audit?

A cybersecurity audit is an assessment of your cybersecurity policies and procedures. Redline helps support your audit initiatives by providing robust penetration testing services.

What's the difference between a vulnerability assessment and pentesting?

A vulnerability assessment identifies known vulnerabilities in a system, while pentesting actively tries to exploit vulnerabilities to assess the system's defense capabilities. Redline provides both services to meet any clients needs.

What differentiates Redline from other cybersecurity firms?

Redline was founded by a group of hackers with a passion for security. Redline is just a name, but security researcher and providing expert pentesting to clients is what we love to do!

What does cybersecurity training from Redline involve?

Redline's cybersecurity training involves hands-on Capture The Flag (CTF) challenges hosted at your company, allowing participants to learn about attack and defense strategies in real-time. This is complemented by specific coursework to ensure a comprehensive understanding of cybersecurity best practices.

Do I need cybersecurity for my business?

Yes, cybersecurity is crucial for any business, regardless of size or industry. Cyber threats can lead to significant financial loss, damage your reputation, and interrupt business operations. At Redline Cyber Security, we help businesses protect their valuable data and digital infrastructure, reducing the risk of cyber attacks and ensuring business continuity.

Is my data safe during a security assessment?

Client data protection is our priority. We use non-destructive methods during our assessments and maintain strict confidentiality.

Do you offer post-assessment support?

Yes, we provide detailed reports post-assessment and offer consultation sessions to address any queries or concerns you might have. Remediation testing is always included.

Contact Our Team

Your Security, Our Priority

Email

Send an email, we're always ready to assist.

info@redlinecybersecurity.com

Phone

Call us now, expert help is a dial away.

+1 (313) 306-7465

Global

Based in Detroit, ready to assist you globally.

Global reach, with a local touch

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