The Unofficial Offensive Security AI Red Teamer Study Notes + FREE Cheat Sheet

The OSAI study notes were created to be a companion set of notes while you prepare for OSAI exam. These notes match the syllabus that you follow while you attend the official course.

It is also created to bridge the gap between traditional penetration testing and modern AI security. Rather than treating AI as a theoretical discipline, this guide approaches it through the mindset of an offensive security practitioner. Every chapter focuses on how AI systems are built, where they fail, how attackers abuse them, and how those weaknesses can be identified, exploited, and documented during realistic security engagements.

Authored and reviewed by certified professionals with firsthand experience preparing for and earning the certification.

Table of Contents:

Exam Preparation

OSAI and the Offensive Security Approach to AI Systems

AI/ML Fundamentals for Attackers

LLM Architecture Deep Dive

Introduction to Red Teaming AI Systems

AI Red Teaming Methodology

AI Application Attacks

AI Recon

Attacking AI Agents

RAG Pipeline Attacks

Attacking Model Context Protocol (MCP)

Attacking Embeddings

Agent & Tool Hijacking

Multi-Agent Exploitation

MAESTRO Threat Modeling

AI Infrastructure Attacks

Model Extraction

Data Poisoning

AI Supply Chain Attacks

AI Infrastructure & Deployment Exploits

AI Infrastructure Attack Surface

AI Infrastructure Recon

API & Endpoint Attacks

Model Serving Exploits

ML Framework Exploitation

Container & GPU Workload Escapes

Practical Methodology

Offensive Methodology Recap

Case Studies & Recent CVEs

Practical Scenarios

Building an AI Red Team Lab

AI Threat Modeling

Exam Cheatsheet

Reporting & Documentation

Page Count: 153

Format: PDF

Usage Notes:

• Use this companion PDF along with the CHEAT SHEET.
• The cheat sheet is in the compressed ZIP archive. Unzip it and open it using your browser.

Disclaimer: Unofficial Study Material

This study guide is an unofficial, independently written resource created solely for educational purposes. It is based on personal exam experience and publicly available information. This product is not affiliated with, endorsed by, or authorized by The certification body, or any of their partners. It does not contain any copyrighted material, proprietary courseware, or confidential exam content.All trademarks, logos, and brand names are the property of their respective owners. By purchasing or downloading this material, you agree not to hold the author or this store liable for any outcomes related to exam performance.

For official training material, please visit the certification body’s website.

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