The “devil’s advocate” prompt:

The goal is to create genuine intellectual friction. You want AI to surface weaknesses you can’t see because you’re too close to the work.

Thinking with AI, not by AI

If you’ve felt the tension between wanting to stay sharp and needing to stay competitive, you don’t need to choose one or the other. The cognitive capabilities that make you valuable don’t disappear when you use AI. But they can atrophy if you use it in a passive way.

So, for your next meaningful project:

1. Spend 30

The “structural gap-mapper” approach:

Build prompts that force you to demonstrate understanding, not just consume it. Here are some ways to create interaction patterns that force you to do the explaining, rather than letting AI do the heavy lifting.

The Feynman test:

The recall prompt:

The one-question rule:

Before using AI on any project where you care about judgment and understanding, spend 30 minutes capturing your raw thoughts: What do you already know? What are your hypotheses? What feels unclear? What constraints matter?

If you’re truly stuck and need help getting started, use AI to ask questions rather than generate answers:

The “third-party reviewer” approach:

This shifts AI from talking to you about your work (where it’s sycophantic) to talking to other editors about your work (where it’s professionally candid). You’re no longer the audience, so it drops the protective politeness.

The researchers also tested what happens when you sequence your AI use differently. Some participants thought first, then used AI (brain → AI). Others used AI first, then switched to thinking (AI → brain).

The brain → AI group showed better attention, planning, and memory even while using AI. Remarkably, their cognitive engagement stayed as high as

Colleagues across knowledge work described the same creeping inability to start meaningful projects without first consulting AI.

This past June, MIT researchers published findings that seemed to explain what we’re experiencing. They scanned the brains of 54 students writing essays under three conditions: using only ChatGPT, using only Google, or

Principle 1: Think first, AI second

That MIT study revealed something crucial: When you start with your own thinking, you stay cognitively engaged throughout. When you start with AI, you struggle to activate your brain even after you stop using it.

So, for any piece of meaningful work, do your thinking first, before asking AI to generate on your