Certified pentesters use AI-specific research and tooling to test your AI, the systems around it, and attack paths that chain across both.
Certified pentesters test the AI layer, the systems around it, and the attack paths between them.
Outpost24 AI penetration testing services combine expert-led testing with current AI-specific research and tooling to find prompt injection, data leakage, unsafe outputs, agent manipulation and chained attack paths. You get prioritized findings mapped to the OWASP Top 10 for LLMs, remediation guidance written for AI architectures, and audit-ready reporting in one program.
Tell us what you have built. A senior tester walks you through scope, timing and exactly what the report covers.
Not ready to talk? See how it works first, or read the AI pentest datasheet. No form on either.
Teams are embedding AI into customer-facing applications, internal workflows and agentic systems at speed. Each one adds an attack surface across the AI layer and the connected applications, APIs, cloud services, identities and data around it.
Most organizations have deployed AI without a policy that defines who can use it, what it can reach, or how it is reviewed.
Source: Outpost24Of organizations that suffered an AI-related security incident, almost all lacked proper AI access controls at the time.
Source: IBM Cost of a Data Breach Report, 2025The OWASP Top 10 for LLMs defines the risks auditors and customers now ask about. Every finding we report is mapped to them.
Source: OWASPWe test the AI-specific layer, the application, API, cloud, identity and data systems around it, and attack paths that chain weaknesses across both.
Select a scenario to trace the route across the AI and its connected environment.
A crafted input crosses the model boundary, changes agent behavior, reaches protected data, and returns it through an output.
An attacker changes the agent's plan so it calls an API with permissions the request should not have, reaches protected data, and returns it.
Malicious retrieved content changes model behavior, reaches protected data through a connected service, and exposes it in the output.
Instructions hidden in user input, retrieved documents or upstream content that override your system prompt and guardrails.
Model responses that reach a browser, shell, database or downstream service without being treated as untrusted input.
Getting the system to do work it was never scoped for, including actions that carry cost, legal exposure or reputational damage.
Sensitive records, credentials or other customers' context surfacing through prompts, retrieval or the model's memory of a session.
Steering an agent's plan, its tool calls or its permissions so it performs an action on the attacker's behalf inside your systems.
We test AI behavior, the connected environment, and how an attacker can chain weaknesses across both.
Our experts map your AI environment, including models, prompts, RAG pipelines, agents, APIs and connected systems, so the test covers what you actually run.
Expert-led testing, supported by current AI-specific research and tooling, simulates realistic attacks across prompts, workflows, permissions, integrations and data access paths.
You receive prioritized findings aligned to the OWASP Top 10 for LLMs, remediation guidance tailored to AI architectures, and audit-ready reporting.
Outpost24 helps organizations uncover weaknesses in LLMs, AI-powered applications and agentic systems through expert-led adversarial testing.
Identify prompt injection, insecure outputs, model misuse, data leakage and agent manipulation across the AI layer and connected systems.
AI-300 trained and OSAI+ certified penetration testers apply current AI-specific techniques under real-world adversarial conditions.
Get prioritized findings, AI-specific remediation guidance and audit-ready reporting in one program.
AI pentesting is new. The team running it is not. This service extends a penetration testing practice with more than five years of Crest certified delivery behind it.
The only European cybersecurity company named an Overall Leader in the 2025 ASM Leadership Compass, and a Leader in both Product and Market categories.
Named Challenger and Fast Mover in the 2025 GigaOm Radar for Penetration Testing as a Service.
Winner of the Application Security Posture Management award at the 2026 Cybersecurity Stars Awards, judged by The Hacker News.
"Outpost24 is both effective and accessible, with strong support from security experts and clear deliverables that help us pinpoint security issues early and maximize our security investment."
Yogi Golle, CIO, SIDE
Certifications held across the testing team
This page follows the final AI and LLM penetration testing datasheet.
Validate AI features before release and after production changes, including prompt injection, agent workflows and authentication controls.
View findings, communicate with testers, generate reports and request retesting after your team makes changes.
Use flexible reports to guide remediation and answer security reviews.
Generate audit-ready reports for the EU AI Act, NIST AI RMF and emerging AI industry standards.
Our AI and LLM penetration testing covers the prompt layer, RAG pipelines, agent workflows and authentication controls. The test also follows attack paths into the connected applications, APIs, cloud services, identities and data around the AI.
Partially. Our web application assessments include testing of AI-integrated functionality within the application scope. However, they do not cover AI-specific risks at a deeper level, including those related to the underlying model and infrastructure. A dedicated AI or LLM pentest is recommended when AI is a core part of the product. If you are unsure, bring it up at scoping and the team will advise on the right approach.
You can view findings, communicate with testers, generate reports and request retesting after your team makes changes. You also receive flexible, audit-ready reports to guide remediation and support AI governance work.
Outpost24 AI penetration testing services support organizations preparing for the EU AI Act and the NIST AI Risk Management Framework. The testing evidence and documented findings feed directly into that readiness work. We are not a legal advisor, so your compliance team still owns the final assessment.
Outpost24's own walkthrough of the service. No form, no email, nothing to fill in.
The datasheet covers the AI and LLM risks tested, how findings are shared, how retesting works, and the reports your team receives.
Open the one-page PDF and review the service before you book a demo.
Open the DatasheetThe PDF opens with no form or email required.
A senior tester will come back to you about scope, timing and price.
A senior tester will be in touch. Nothing is scoped or priced until you have spoken to one.