Essays on thinking with AI

Big Ideas

Short essays on thinking with AI — why conversation beats formulas, and how to use these tools without handing over your judgment.

These aren't tutorials — they're the ideas behind everything else on this site. Each one is a minute-long conversation about what AI is actually for: better questions, clearer thinking, and you staying the judge. New essays land here as the series grows.

Free39 lessons

  1. 1Stop prompting. Start talking.You don't need magic words. You need a conversation.
  2. 2You're probably using AI like GoogleType keywords, skim, close the tab — the biggest mistake new users make.
  3. 3AI isn't replacing your thinkingUsed well, it does the opposite — it makes your thinking sharper.
  4. 4The best prompt is a conversationPerfectionists craft one perfect prompt. Iterators just start — and win.
  5. 5AI doesn't give you ideasThe good ideas were never in the machine. They were in you.
  6. 6The blank page problemThe hardest part of making anything isn't the making. It's the starting.
  7. 7Why AI feels smarter the longer you talkThe tenth answer is almost always better than the first. That's context, not magic.
  8. 8AI literacy: the skill nobody is teachingSchools teach typing. Jobs teach software. But the skill that's about to matter most? Almost nobody is teaching it.
  9. 9Don't outsource your judgmentThere are two things you can hand to AI: the work, and the thinking. Only one of those is safe to give away.
  10. 10Dinner from what's already in the fridgeIt's 6:40, you haven't shopped, and the fridge is seven random things. Don't google a recipe — describe the fridge.
  11. 11Dump your to-do list in. Seriously.Your list has groceries next to taxes next to a word that only made sense three weeks ago. Don't clean it up first. Dump it in as-is.
  12. 12The message you've been avoidingThere's a message you've written forty times in your head and sent zero times. Five minutes. Let's go.
  13. 13Before your next appointmentYou know the drive home, when you remember the three things you forgot to ask? Fix it in five minutes, the night before.
  14. 14A week of dinners on a $100 budgetA hundred dollars, seven dinners, and no plan. Don't start with recipes. Start with the number — and what's already in your kitchen.
  15. 15The letter you don't understandA bill, a notice, an insurance letter — full of words nobody uses out loud. Don't summarize your panic. Read it the actual letter.
  16. 16Deciding between two thingsTwo phones. Two insurance plans. Two strollers. And forty browser tabs. Stop reading reviews — set up the comparison your way.
  17. 17Six errands, one afternoonPharmacy, returns, groceries, the bank — and somehow you still drive past the same corner three times. Hand the whole afternoon over first.
  18. 18That thing you never understood? Ask.Interest rates. Cloud storage. What a 401k actually is. You've nodded along for years — tonight, just ask.
  19. 19How to know when NOT to trust AIYou don't need to fear AI, and you don't need to believe it. You need to know which moments call for which.
  20. 20AI is a collaborator, not an oracleAn oracle hands down answers. A collaborator hands you material. The difference is what happens next.
  21. 21Curiosity beats prompt engineeringThe most valuable AI skill isn't writing clever prompts. It's staying curious for one more question.
  22. 22How to build a healthy relationship with AILike any relationship, this one goes better when you set the terms. Here are the ones that work.
  23. 23What if AI made us more curious?Here's a question I keep coming back to. What if the biggest thing this technology changes is how often we ask why?
  24. 24The best thing AI taught me had nothing to do with AIAfter a year of these conversations, the biggest change wasn't in my work. It was in my questions.
  25. 25AI made me a better listenerNobody warned me about this one: practicing conversation with a machine made me better at conversations with people.
  26. 26Why good questions matter more than good answersWe just entered a world where answers are cheap and instant. Which makes the question the most valuable thing you own.
  27. 27AI didn't change me. It helped me express what was already thereThe worry is that using AI makes your work less yours. My experience was the opposite.
  28. 28AI isn't the hero. You areEvery good story about AI is secretly a story about a person. Don't let the tool steal the credit.
  29. 29The most surprising benefit of AIIt's not the productivity. It's the thing it quietly gives back: your sense of wonder.
  30. 30What if AI helped people become creators instead of consumers?Imagine if the default answer to, I wish this existed, stopped being, oh well. And became: give me an hour.
  31. 31Stop doomscrolling. Start building.Tonight you'll have twenty spare minutes and a phone in your hand. Here are two very different ways that can go.
  32. 32AI can turn consumers into creatorsMost people never make things — and it was never about desire. It was about the cliff between wanting and starting.
  33. 33Why creativity is about frictionHere's the paradox of easy: if AI removes all the effort, where does the creativity live? In the friction that's left.
  34. 34The future isn't more content. It's more creationWe don't need more stuff to watch. We need more people who make things. Those are different futures.
  35. 35Your phone can be a workshop instead of a TVThe most powerful making tool ever built is already in your pocket. Most of us only use the screen half.
  36. 36What could you build if starting was easy?Take the thing you've postponed for years. Now remove the hard part of beginning. What's actually left?
  37. 37What if AI reminded us how to listen?The strangest side effect of talking to machines might be this: remembering what real listening feels like.
  38. 38Why smart people sometimes get AI wrongThe people most confused by AI aren't the beginners. Often, it's the experts. Here's why.
  39. 39AI won't replace everyone. But it will change everyone's workflowThe scary version says robots take the jobs. The real version is quieter, and it's already here.