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Program Highlights

OSAI: Advanced AI Red Teaming (AI-300) by OffSec is a practical AI security course that helps cybersecurity professionals evaluate and test modern AI technologies, including generative AI, large language models (LLMs), and multi-agent systems. The course combines hands-on labs with realistic attack scenarios to build practical skills in AI exploitation, threat identification, threat intelligence, and defensive security. It also helps learners understand and address security risks across AI environments while preparing for a recognized certification in AI cybersecurity.



About Course

Advanced AI Red Teaming (AI-300) by OffSec is a hands-on cybersecurity course designed to help security professionals assess and exploit vulnerabilities in modern AI environments. The training combines offensive security methodologies with AI-specific techniques for testing generative AI, LLMs, machine learning systems, multi-agent architectures, and supporting infrastructure.
Through practical labs and realistic enterprise scenarios, learners develop skills to identify AI vulnerabilities, manipulate model behavior, perform adversarial attacks, and assess risks across AI deployments. The course also covers environments involving vector databases, orchestration frameworks, and cloud infrastructure.
AI-300 prepares learners for the OffSec AI Red Teamer (OSAI) certification exam, a 24-hour practical assessment involving a realistic AI-enabled enterprise environment.

Course Curriculum

  • Introduction to Red Teaming AI Systems
    • Understand how artificial intelligence systems change the traditional attack surface. This module introduces the core concepts of AI cybersecurity, explains how adversaries target AI-enabled environments, and maps AI attacks to the red team lifecycle and modern cyber defense practices.
  • Reconnaissance for AI Targets
    • Learn how to identify and map AI applications, machine learning components, and model infrastructure within a target environment. Students practice reconnaissance techniques used to discover AI assets, dependencies, and exposed services without alerting defenders.
  • Attacking AI Agents
    • Explore offensive techniques for manipulating AI agents by abusing prompt instructions, memory systems, and tool integrations. This module demonstrates how attackers influence autonomous AI applications while maintaining stealth.
  • Attacking Multi-Agent Systems and A2A Protocols
    • Analyze the architecture of multi-agent AI systems and learn how adversaries exploit trust relationships between agents. Students practice attacks such as message manipulation, agent impersonation, and workflow corruption.
  • Exploiting RAG Pipelines
    • Examine how attackers compromise retrieval-augmented generation (RAG) systems by poisoning knowledge sources and manipulating retrieval layers to control model outputs.
  • Attacking Embedding
    • Understand the role of embeddings in machine learning systems and perform attacks such as embedding inversion and information extraction to recover sensitive data from AI models.
  • Attacking Model Context Protocol and Tool Surfaces
    • Explore how orchestration layers and AI tool integration frameworks can be abused to escalate privileges or execute unintended actions within AI systems.
  • Supply Chain Attacks on AI/ML Systems
    • Learn how adversaries target the AI supply chain, including datasets, model weights, adapters, and dependencies. Students practice techniques used to introduce malicious artifacts into AI environments before deployment.
  • AI Infrastructure and Deployment Exploits
    • Identify vulnerabilities in AI infrastructure, including cloud security platforms, model servers, and containerized machine learning workloads.
  • Threat Modeling for AI-Enabled Targets
    • Develop strategies for identifying high-value AI assets, trust boundaries, and potential attack paths in complex AI environments while supporting risk management and improving threat detection capabilities.
  • Assembling The Pieces – Capstone Red Team Engagement
    • Apply the techniques learned throughout the course during a full-spectrum red team engagement against a realistic enterprise AI environment, simulating how adversaries compromise production AI systems.

Target Audience

The training is ideal for:

  • Penetration Testers
  • Red Teamers
  • Security Engineers
  • Cybersecurity professionals looking to specialize in AI security
  • AI Engineers and Developers wanting to learn practical techniques for identifying and mitigating AI cybersecurity risks.

Pre-requisites

AI-300 is an advanced AI cybersecurity course designed for learners with a strong foundation in cybersecurity. Students should have experience with:

  • Penetration testing concepts
  • Networking
  • Linux and Windows systems
  • Basic scripting
  • A basic familiarity with AI systems or machine learning concepts, such as LLMs or generative AI applications, is helpful but not required.
  • OSCP or equivalent hands-on experience is recommended.

Exam Details

Certification Name OSAI+
Exam Delivery Offsec LearnOne Platform
Exam Duration 24 hours
Passing Score 75 points

Course Objectives

  • Identify and map attack surfaces across modern AI systems, including generative AI, LLM applications, and machine learning environments.
  • Perform reconnaissance and threat detection and modeling for AI-enabled systems, identifying trust boundaries and high-value targets.
  • Exploit vulnerabilities in AI agents and multi-agent systems, including prompt injection and memory manipulation attacks.
  • Compromise RAG pipelines and vector databases through data poisoning and retrieval-layer manipulation.
  • Conduct embedding attacks and extract sensitive information from AI models and machine learning systems.
  • Exploit weaknesses in AI orchestration layers and tool integration frameworks used by modern AI applications.
  • Identify and exploit vulnerabilities across the AI supply chain, including datasets, models, and adapters.
  • Attack AI infrastructure and deployment environments, including model servers, cloud security platforms, and containerized workloads.
  • Perform model extraction, adversarial machine learning attacks, and AI system manipulation techniques.
  • Apply offensive methodology to assess AI cybersecurity risks and improve risk management strategies across AI environments.
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Frequently Asked Questions

What is OffSec AI-300 Advanced AI Red Teaming?

AI-300 is an advanced, hands-on OffSec course that teaches professionals to assess and exploit vulnerabilities in AI-enabled systems, including generative AI, LLMs, AI agents, and supporting infrastructure.

What is the AI-300 certification?

AI-300 is the training course associated with the OffSec AI Red Teamer (OSAI) certification. The certification is earned by passing the practical OSAI exam.

Who should take AI-300 training?

It is designed for experienced Penetration Testers, Red Teamers, Security Engineers, cybersecurity professionals, and AI professionals seeking offensive AI security skills.

What topics are covered in the AI-300 course?

The course covers AI red teaming, reconnaissance, LLM security, AI agents, RAG, embeddings, multi-agent systems, AI/ML pipelines, and AI infrastructure security.

What is the OSAI certification?

OSAI stands for OffSec AI Red Teamer. It validates practical skills in identifying and exploiting vulnerabilities across AI-enabled systems through a 24-hour practical exam.

What is the difference between OSAI and OSAI+?

The OSAI certification does not expire, while the OSAI+ designation is valid for three years. OSAI+ can be maintained through qualifying exams, recertification, or OffSec's CPE pathway.

Does AI-300 cover LLM red teaming and security testing?

Yes. AI-300 includes offensive techniques for assessing and attacking LLMs and generative AI applications.

Does AI-300 cover AI agents and multi-agent systems?

Yes. The course covers AI agents and multi-agent AI environments, including their associated attack surfaces.

Does AI-300 cover RAG security and attacks?

Yes. RAG pipelines, embeddings, and related AI attack techniques are included in the course.

Does AI-300 cover AI/ML supply chain security?

Yes. The course addresses risks across AI/ML pipelines and supporting components, helping learners assess vulnerabilities beyond the AI model itself.

Does AI-300 include AI infrastructure and deployment security?

Yes. AI-300 covers AI infrastructure, model infrastructure, deployment environments, and cloud security components supporting AI systems.

What are the prerequisites for AI-300 training?

Learners should have strong cybersecurity fundamentals, experience with penetration testing, networking, Linux and Windows systems, and basic scripting. OSCP or equivalent hands-on experience is recommended; prior AI experience is helpful but not mandatory.

How is AI-300 different from traditional penetration testing courses?

Traditional penetration testing generally focuses on networks, applications, and operating systems. AI-300 adds AI-specific attack surfaces, including LLMs, AI agents, ML pipelines, RAG systems, and model infrastructure.

What certification do I earn after completing the AI-300 exam?

After passing the practical exam, learners earn the OffSec AI Red Teamer (OSAI) certification. Successful candidates also receive the OSAI+ designation, which remains valid for three years.

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