ChatGPT Is Now Better at Strategic Problem-Solving Than I Am

It just hit me: ChatGPT is now better at strategic problem-solving than I am. I don't know when this tipping point happened, but I can see it so clearly now. I'm wondering whether you've noticed it too.

Don't get me wrong. I'm still the human in the loop, bringing context and making decisions. But I brought ChatGPT a messy problem, and I expected help organizing my thoughts. Instead of our usual process, where I iterate "the next question" based on its responses, it took the lead.

ChatGPT began organizing a process for solving the problem.

  • It asked me to choose between options.

  • It surfaced constraints I hadn't named yet.

  • It kept track of my answers.

  • It knew what question needed to come next.

I realized I wasn't leading the thinking process anymore.

And here was the shocker for me: some of the questions it asked were better than the ones I would have asked myself.

I've been doing strategic work with schools for decades. AI can now hold the entire problem space and guide me through it, step by step.

As a school leader, have you noticed this shift yet?

Because if you're still using AI by asking a question, getting an answer, and then refining your prompt, you may be missing the real opportunity.

Try this instead:

  • Pose a genuinely challenging problem.

  • Ask your AI to help you navigate a thought process toward a concrete outcome.

  • Let it query you.

If you have the same experience I did, you'll recognize how close we are to having a true thinking partner in AI.

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