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
- 1Stop prompting. Start talking.You don't need magic words. You need a conversation.
- 2You're probably using AI like GoogleType keywords, skim, close the tab — the biggest mistake new users make.
- 3AI isn't replacing your thinkingUsed well, it does the opposite — it makes your thinking sharper.
- 4The best prompt is a conversationPerfectionists craft one perfect prompt. Iterators just start — and win.
- 5AI doesn't give you ideasThe good ideas were never in the machine. They were in you.
- 6The blank page problemThe hardest part of making anything isn't the making. It's the starting.
- 7Why AI feels smarter the longer you talkThe tenth answer is almost always better than the first. That's context, not magic.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- 16Deciding between two thingsTwo phones. Two insurance plans. Two strollers. And forty browser tabs. Stop reading reviews — set up the comparison your way.
- 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.
- 18That thing you never understood? Ask.Interest rates. Cloud storage. What a 401k actually is. You've nodded along for years — tonight, just ask.
- 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.
- 20AI is a collaborator, not an oracleAn oracle hands down answers. A collaborator hands you material. The difference is what happens next.
- 21Curiosity beats prompt engineeringThe most valuable AI skill isn't writing clever prompts. It's staying curious for one more question.
- 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.
- 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?
- 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.
- 25AI made me a better listenerNobody warned me about this one: practicing conversation with a machine made me better at conversations with people.
- 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.
- 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.
- 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.
- 29The most surprising benefit of AIIt's not the productivity. It's the thing it quietly gives back: your sense of wonder.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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?
- 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.
- 38Why smart people sometimes get AI wrongThe people most confused by AI aren't the beginners. Often, it's the experts. Here's why.
- 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.