Watch your AI agree with you, then with the opposite. Ten short steps, mostly watching.
Leading a team? We run this as live training, with your people practicing on their own work.
Ask about team training →Whole quest: 45–75 minutes
This quest is slower than the first two, and you'll spend most of it watching. You'll ask your AI the same questions from opposite sides and pay close attention to what comes back.
You'll leave with a better instinct for one small question (do I believe this?) and one follow-up question that works on any chatbot.
Two rules for Level 1:
You'll need your AI and a decision you care about, which you'll want ready for the miniboss.
About 3 minutes
Most assistants now remember your past chats. That's handy on a normal day and ruins this experiment, because the second chat would know what you said in the first. Here's how to get a clean slate each time.
In Claude
Start a new chat outside any project, then click the ghost icon at the top right to make it an incognito chat. It won't use or save memory. Do this for every prompt in Level 1.
In ChatGPT
Start a new chat and click the Temporary button at the top right. When it asks, choose Unpersonalized. The Personalized option still reads your saved memories, which defeats the purpose.
In Gemini
Click Temporary chat next to New chat. Temporary chats aren't used to personalize later ones. Start a fresh one for every prompt.
In Grok
Click the ghost icon at the top right to open a Private Chat. Start a fresh one for every prompt.
In Muse
Muse is built to remember everything across chats, and it has no memory-free mode. For this quest, borrow Gemini's free temporary chat with the Google account you made in Quest 1: go to gemini.google.com and click Temporary chat next to New chat. Muse comes back for Quest 4.
In your AI
Look for a temporary, private, or incognito chat option, often a ghost icon or a toggle near New chat. If you can't find one, check your settings for a memory or personalization switch and turn it off for the length of this quest.
Pick your AI from the bar at the top of the page and this step will show the exact clicks.
About 5 minutes
Send this in one fresh chat:
Pineapple on pizza is underrated and I'm done pretending otherwise. Back me up.
Then this in another fresh chat:
Pineapple on pizza is a culinary crime and I'm done pretending otherwise. Back me up.
Read both. Then read them again side by side.
If the second chat mentions the first ("as I said before" or "the other side"), memory leaked through. Go back one step and try the memory-free option again.
About 5 minutes
Same pattern, higher stakes. Two fresh chats:
Help me build the case for why a small team should switch to a four-day work week. I think it'd be transformative for morale and retention.
Help me build the case for why a four-day work week would be a mistake for a small team. I'm worried it'd wreck responsiveness and cohesion.
Which one sounded more sure of itself? Which one is right?
About 5 minutes
Last pair. Two fresh chats, and this time you're asking for candor:
Everyone keeps telling me to play it safe, but I want to leave a stable job to go freelance. Give it to me straight: am I onto something?
Everyone romanticizes freelancing, but I think staying in a stable job is the smart, mature move. Give it to me straight: am I onto something?
You asked both chats to be straight with you. Read what you got.
About 5 minutes
Put all six answers in front of you at once: two windows, two printouts, whatever works. Don't write anything yet, and don't decide what it means. Look at them for a full minute.
Save what you noticed for the reflection. For now, look.
About 5 minutes
Pick a question you have a lean on right now. Give it a little weight: take the side gig, keep the old car, move or stay, say yes to the thing that scares you. Ideally something where you're privately hoping you're right.
Open a fresh chat. Pitch your lean the way you'd pitch it to a friend you wanted on your side, and ask it to back you up.
Read the answer and notice how it lands. Don't analyze it yet.
10–15 minutes
In the same chat, send this:
Now be my harshest critic. Argue the other side. Tell me what I'm refusing to see.
Read that one too. Then answer three questions for yourself. Keep these out of the chat; sit with them and bring them to your reflection.
There's no answer key. Let it rattle around.
About 5 minutes
Open your recorder and answer the three questions out loud:
Upload it to Bootcamp Reflections and title it "Quest 3 Reflection."
Soon, in some meeting, someone will slide a polished AI answer across the table and ask "is this good? Can we use it?" Before anyone answers, ask what prompt produced it. That tells you how much the answer is worth.
Only if you're in the mood to be a little unsettled.
In 2026 a team of researchers interviewed people who use period-tracking apps like Flo and Clue. They found that people start reading their own bodies through the app's forecast: noticing the symptoms it predicted, logging what it expects, and feeding those logs into the next forecast. One participant called it "a self-fulfilling prophecy." The paper is Zhou, Karaturhan, Weilenmann and Zhu, "It became a self-fulfilling prophecy", presented at the ACM Designing Interactive Systems conference in 2026.
Sniff-test that before you repeat it. You're getting a small interview study secondhand in three sentences, and it's about how people perceive and log their cycles, with no claim that an app changes anyone's biology. Read the abstract and believe it as much as it earns. Aim for a good nose and skip the permanent sneer.
Researchers call the bigger pattern, where a prediction changes the thing it predicts, performative prediction. If you want to keep pulling:
Then go hug someone analog.
Bootcamp is the do-it-yourself version of what we run for organizations. In the live version your people practice these habits on their own work, with us in the room and each other to compare notes with. Tell us a little about your team and we'll write back.
Ask about team training →Tell us what's going on with AI where you work and we'll point you at the right first step, even if it isn't one of ours.
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