Test Your AI Before Someone Else Does
 
The AI Red Team Playbook — a structured, defensive framework for testing your own AI systems against known jailbreak and prompt-injection patterns, before someone else finds the gap for you. By Articsledge.
 
Digital edition (PDF) · Edition 1.0 · Published July 2026
 
Your AI chatbot talks to customers. Maybe it reads your documents, sends emails, or takes action on its own. That is powerful. It is also risky if nobody has tested it yet.
 
A real Chevrolet dealership's chatbot once "agreed" to sell a Chevy Tahoe for one dollar. DPD's own chatbot swore at a customer and called the company "the worst delivery firm in the world," in public. Air Canada lost a legal case because its chatbot gave a customer false information. These are not scare stories. They are real, dated, and sourced inside this book.
 
The AI Red Team Playbook teaches you how to test your own AI system the way an attacker would, safely and with permission, so you find the weak spot first. This is not a hacking guide. It will not teach you to break into a system you do not own. It teaches you the patterns behind real AI failures, how to plan a safe test, how to score what you find, and how to fix it.
 
What You Will Learn
What AI red teaming means, and why AI needs its own kind of testing
The real reasons AI deployments fail, backed by documented examples
Seven jailbreak pattern categories, explained in plain English
Prompt injection and indirect prompt injection, and why the second one is harder to catch
The special risks in RAG (AI that reads your documents), AI agents, tools, and memory
How to map your AI system's full attack surface, layer by layer
How to build a safe, written, authorized test plan
How to log what you find and score it by impact and likelihood
How to report findings so leadership actually acts on them
How to fix issues, retest them, and keep monitoring afterward
The governance frameworks and rules that shape AI security work today
 
What Is Inside
A visual red-team lifecycle diagram, from scope and authorization through retest and monitor
A full map of the seven places risk can enter an AI system
Seven named jailbreak patterns, described safely, each with a defensive test angle
A pre-test authorization checklist
A model behavior logging checklist
A test matrix template
A severity scoring system based on impact and likelihood
A findings report template and a one-page executive summary template
A remediation tracker to close the loop on every fix
An incident response mini-playbook
Five real, sourced case studies, with company names, dates, and outcomes
A 30-day action plan you can start this week
A plain-English glossary of AI security terms
Full source notes, with links back to every framework and claim
 
Every checklist and template is plain text. Copy it, paste it, and use it inside your own organization.
 
Who This Book Is For
Founders and product managers shipping AI features
Developers building with AI tools
Security and compliance teams
Consultants who advise clients on AI risk
Small business owners who added an AI chatbot and have not tested it yet
 
You do not need a security background. Every technical term is explained in plain words the first time it appears.
 
Why It Is Worth Reading
Most AI failures do not start with a genius hacker. They start with a gap nobody noticed: no boundary on what the AI could promise, no test before launch, no plan for when something goes wrong. This book gives you a repeatable process instead: map your system, test it safely, score what you find, fix it, and check again. That is what turns "we hope it's fine" into "we checked, and here is what we did about it."
 
This book is for defensive, authorized testing only. Only test AI systems you own, or have clear written permission to test.
 
Get Your Copy
Stop guessing whether your AI is safe. The AI Red Team Playbook gives you the map, the patterns, and the templates to find out, and to fix what you find. Get your copy from Articsledge today.