Red Team Thinking in the Age of AI
Red Team Thinking Red Team Thinking® Presents
A Two-Day Live Intensive

Red Team Thinking
in the Age of AI

Use AI to sharpen your thinking — not replace it.

July 27–28, 2026  •  Two live 2-hour sessions
12:00 PM EDT  /  5:00 PM BST  /  9:00 AM PDT  •  Check your local time
Live via Zoom  •  Founding-cohort pricing
Reserve Your Seat
The Moment We're In

Everyone Is Racing to Adopt AI. Almost No One Is Stopping to Question It.


You've felt the pull. A tool that answers instantly, confidently, and in full sentences is hard to argue with — so most people don't. They take the output, tidy it up, and move on.

That is exactly the problem. The same qualities that make AI so useful — its speed, its fluency, its endless supply of plausible answers — make it the most seductive new source of unexamined assumptions your thinking has ever encountered. It will hand you a polished plan built on premises no one has tested. It will agree with you a little too readily. It will state guesses as facts and never flinch.

For the people whose work is judgment — coaches, consultants, advisors, leaders — that is not a small risk. It is the whole game. The professionals who win the next decade won't be the ones who adopt AI fastest. They'll be the ones who know how to think with it without surrendering their judgment to it.

What You'll Learn

Pair the Most Powerful Thinking Tools Ever Built With the Most Powerful Tool You Already Have


Red Team Thinking® is a methodology for stress-testing decisions before reality does it for you — field-tested critical-thinking tools drawn from U.S. Army red teaming and cognitive science, used by businesses, militaries, and governments around the world. This course puts those tools to work alongside AI, and then turns them back on AI itself.

Over two days, you'll learn to use AI as a force multiplier for human red teaming — and to red team the machine's own output, so you catch the assumptions it quietly inherits. AI does the heavy lifting of breadth. You do the irreplaceable work of judgment. That division of labor is the entire course.

The Two-Day Arc

Two Movements, One Discipline


Day One

Red Teaming With AI

Put AI to work as a tireless thinking partner that expands what you can see.

  • Use AI to surface the stated and unstated assumptions buried in any plan — then interrogate them, live, using Assumptions Challenge™.
  • Turn AI into a relentless devil's advocate that stress-tests ideas without the politics.
  • Leave with a working method you can run on a real decision the same night.
Day Two

Red Teaming the AI

Turn the same discipline on the machine — because a confident answer is not a correct one.

  • Treat an AI's recommendation as a plan built on assumptions, and run red-team tools on its reasoning.
  • Hunt the failure modes that matter: hallucination, sycophancy, false confidence, and anchoring.
  • Assemble both halves into one repeatable human-AI-human loop you'll use for the rest of your career.

Founding-Cohort Pricing Is Live

The first cohort sets the price for everyone who follows. The earlier you enroll, the less you pay.

See Pricing & Reserve
What's Included

Everything You Need to Put This to Work


  • Two live, interactive sessions led by all three instructors
  • A complete course workbook to guide every exercise
  • A purpose-built case study you'll work end to end
  • A library of ready-to-use AI prompts for each technique
  • Hands-on breakout practice with live coaching
  • A certificate of completion from Red Team Thinking®
Who It's For

Built for People Whose Work Is Judgment


This course is designed for coaches, consultants, and advisors who want to bring AI into their practice without diluting the thinking that makes them valuable — and for leaders and decision-makers who want sharper judgment in a faster, noisier world.

No technical background is required, and no prior Red Team Thinking® training is assumed. If you make decisions that matter — or help others make them — you're in the right room.

Your Instructors

Taught by the People Who Wrote the Playbook


Bryce G. Hoffman

Creator of Red Team Thinking® & Co-Founder of Symboulos Inc.

The world's foremost authority on decision-support red teaming, Bryce is the first and only civilian to graduate the U.S. Army's elite Red Team Leader course, the bestselling author of American Icon and Red Teaming, a Forbes columnist, and an internationally sought-after keynote speaker. He also has taught his methodology to leadership teams, militaries, and government agencies around the world.

Chris Butler

AI Product Leader & Co-Founder, Symboulos

Chris is a product leader on GitHub's AI and Productivity team, with prior roles in Google's machine-learning group, Microsoft, and Facebook Reality Labs. He teaches a popular course on AI product design and has built AI tools designed to provoke sharper thinking — making him uniquely suited to show where these systems help, where they mislead, and how to tell the difference.

Scott Henderson

Co-Instructor

Scott is Operations Director at Red Team Thinking® and a Certified Red Team Leader, Instructor, and Executive Coach. Over more than two decades, he has helped organizations navigate complexity — guiding leaders to build strategic clarity, make better decisions under pressure, and turn ambition into effective execution.

Reserve Your Seat

Founding-Cohort Pricing


When this course returns, it will be priced at $795. The founding cohort pays far less — and the price climbs as seats fill.

First 10 Seats
$395
Next 10 Seats
$495
Next 10 Seats
$595

Every seat includes both live days, the workbook, the case study, the prompt library, and your certificate of completion. The lowest tier sells out first.

Claim Your Founding Seat
Questions

Before You Enroll


Is this a live course?

Yes. Both sessions are fully live and interactive on Zoom, with real breakout practice and direct coaching. It is designed to be attended live — that's where the value is created.

Do I need a technical background or prior Red Team Thinking training?

Neither. The course assumes no coding knowledge and no previous RTT training. Everything you need is taught in the room.

What time does it run in my zone?

Sessions begin at 12:00 PM EDT / 5:00 PM BST / 9:00 AM PDT on both days. Use the time-zone converter to check your local start time.

What will I walk away with?

A repeatable method for using AI to strengthen your decisions — plus a workbook, a worked case study, a prompt library, and a certificate of completion.

The Machine Isn't the Threat.
Outsourcing Your Judgment Is.

Learn to use the most powerful thinking aid ever built — without letting it think for you. Join the founding cohort.

Claim Your Founding Seat
Red Team Thinking®  •  July 27–28, 2026