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The Art of Attack

       Attacker Mindset for Security Professionals

       Maxie Reynolds

Copyright © 2021 by John Wiley & Sons, Inc. All rights reserved.

      Published by John Wiley & Sons, Inc., Hoboken, New Jersey.

      Published simultaneously in Canada.

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      Library of Congress Control Number: 2021941139

      ISBN: 978-1-119-80546-5

      ISBN: 978-1-119-80628-8 (ebk)

      ISBN: 978-1-119-80547-2 (ebk)

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      Cover image: © Getty Images/Gearstd

      Cover design: Wiley/Michael E. Trent

About the Author

      Maxie Reynolds is widely considered one of this generation's most successful social engineers. She started her career in oil and gas as an underwater robotics pilot working in Norway, Venezuela, Australia, Italy, Russia, Nigeria, and the United States. She then transited into cybersecurity at PricewaterhouseCoopers in Australia, working in ethical hacking and social engineering. She later studied digital forensics with SANS and has performed digital forensics for law enforcement and corporate America, and as an expert witness.

      Maxie was born and grew up in Scotland, dabbled as a stuntwoman, and achieved some success as a model in both the UK and the United States. She has a degree in computer science, a degree in underwater robotics, and is educated in quantum computing. She is also a published author, and in her spare time she works with the Innocent Lives Foundation and National Child Protection Taskforce.

Maxie has published articles on complex human behavior and its effect on a social engineer's ability to influence and has given speeches on the mindset and science behind the art of social engineering. She teaches various courses on social engineering and the attacker mindset. This book, The Art of Attack: Attacker Mindset for Security Professionals, is the first book of its kind to be published. It looks at the cognitive skills and requirements of the mindset, how to engage it, and why.

Acknowledgments

      Attackers don't acknowledge people.

      They target them.

Introduction

      There is nothing either good or bad but thinking makes it so.

       —William Shakespeare

      I was recently told by someone I consider to be a subject matter expert that introductions in books, although seldom read by typical readers, are meant to respect the reader. Introductions are not intended to insinuate to readers that they will only understand the book's subject matter once they've read it cover to cover. Instead, the introduction should tell its audience how the core message of the book will be broken down. I think this is true, so this introduction acts only as a way to summarize what's to come, not to aggrandize it.

The core subject of this book is the attacker mindset, the gathering, processing, and applying of information for an objective. That's the key takeaway of this book. If you stop reading now, you will have received its central message. However, what I'm hoping will keep you reading, rather than repurposing the book as a doorstop, is that the whole book is about how to do this as an attacker—how to process and apply information for the benefit of the mission.

      The Art of Attack looks at all aspects of the attacker mindset (AMs), focusing on the cornerstone pieces. In breaking these pieces down to their fundamental components, the book empowers you to build them back up into something recognizable as your own brand of attacker mindset. I will describe the principles of this mindset and how to interweave them with the process most attacks follow, namely: reconnaissance, initial approach, privilege escalation, redundant access, and escape. Through this attacker lens, this book explores tools you can implement as attackers and the psychological principles, too. I will also call out all the times you should take snacks with you on a job, which doesn't seem important now, but wait until you've been trapped in a bathroom stall for six hours.

      To help you remember the material packed into this book, I'll provide stories (both successes and fails), which should make transferring AMs from theory into practice much easier. As a practitioner of social engineering, I will mainly concentrate on examples of the attacker