Human Performance · Writing

I went back to writing my own words.

This spring I caught myself letting the AI write its own prompts. I had put my brain on a couch. So I started writing my Advisory Hour posts myself again. These are the lessons I wrote about along the way, followed by an October update on using voice notes and AI cleanup.

Page started . Each lesson keeps its original post date.

Cartoon of a man with a smiling jack-o’-lantern for a head, writing with a pencil in an open notebook at a desk at night, a laptop beside him
The pumpkin-headed man writing in his notebook. He opens “I Keep Forgetting to Write the Sentence in My Head,” September 4, 2026.

Why · May 2026

The word gym.

In May I posted a short note. I said I was leaning a little less on AI to help write my Substack articles. I wanted to become a better writer and communicator so I could do more with the tools.

A few days later I wrote out why. I compared writing practice to going to the gym. I had noticed I wasn’t even writing my own prompts anymore. I was letting the AI write prompts for itself.

So Substack became my word gym, a place to try techniques and see what happened on the page. I put the worry bluntly:

“If you don’t use your brain to do the writing, your brain will helpfully erase that part.”

On letting AI do the writing, May 28, 2026

That was my metaphor for losing practice, not a claim that AI use erases a part of the brain.

By hand

Still my words, even when they aren’t great.

In July, at 100 posts, I used “by hand” to mean that I drafted the words myself. Some work happened with pen and paper. The phrase was also about authorship. I said it plainly:

“I have my opinion, which is why I write these posts by hand. Even if they aren’t great to read, they’re still my words.”

Substack Writing: At 100 posts in, July 14, 2026

In that same post, I noted that the images were most likely made with AI. I only had so much time in the day.

In August, I wrote about doing creative exercises in notebooks. Doodles filled most of the pages when the words couldn’t find their way from mind to ink.

Here is what I got out of it. When I first had ChatGPT do the writing, the posts were correct and polished. I still couldn’t get behind them. My thoughts were getting airlifted away. Then, in one post, I admitted the opposite: “I wrote earlier today-with my actual hands. It felt good.”

By 200 posts I had a name for the pile: “two-hundred hand written, human imperfect posts.”

Lessons · Advisory Hour

What I learned about the page.

Writing · August 20, 2026

Put the conclusion first.

In August I tried Barbara Minto’s Pyramid Principle: start with the conclusion, then give the reasons and details that support it. My exercise used three supporting points. This was hard for me. I like telling the journey, and I assume readers connect the dots.

I recorded ChatGPT’s suggestion to try it on about 30% of my posts. That was advice for my own practice, not a rule for everyone.

Writing · August 9, 2026

Every paragraph is a universe.

I can’t say where I first read the idea. It stuck anyway. ChatGPT turned it into a three-act play. The first sentence opens the world. The middle discovers its laws. The final sentence changes the weather.

I admitted I didn’t really understand the exercise yet. A paragraph also has neighbors. It connects to every other paragraph in the essay.

Writing · September 4, 2026

Write the sentence in your head.

I skip the bridge between two thoughts. I assume the reader is along for the ride. But no one is driving in the same car. Writing the thought between thoughts is slow, and it’s necessary.

“The thought behind thoughts is where the writer may actually live.”

Writing · September 16, 2026

Clear names help people and agents.

A Skill.md file gives an AI agent instructions for a task. In this post, I described using the name static-site-maintenance to remind models that the site should stay static. A clear name helped me say what work I actually wanted.

Writing exercise · June 19, 2026

Turn the AI off for a minute.

I noticed AI changing the words I reached for, so I started making writing exercises. In Palimpsest, AI only teaches you a word’s history. Then you write a 500-word essay about one room at three moments in time. The human does the writing.

The habit · 100 and 200 posts

Did the post count go up by one?

I never meant to be a Substack writer. I signed up because a competition gave a few extra points for posting online. At 100 posts, in July, I wrote down what I had learned:

  • Reread your post on a different day than the one you wrote it.
  • Use the schedule feature. Don’t post on the same day you write.
  • Only use AI if you hit a wall. You can’t grow as a writer if AI is doing the writing.
  • Read more, just not online. Go read books.
  • Your perfect post will likely be seen by about 10 people. Get over it and post again.

At 200 posts, in September, I wrote that I had stopped checking subscribers and views. The number I cared about was simpler: did the post count go up by one?

I also found I don’t remember writing many of the old posts. I read them like a tourist. Without meaning to, I made a fossil record of myself.

Looking ahead ·

Somewhere between my pen and the machine.

I still write some posts by hand. But posting on Substack every day, with a new project or a new piece of one, ran me into a problem. My posts weren’t consistent. Some days I’d write a paragraph. Other days I’d write a longer essay. And I’ve noticed that every post becomes a kind of jet fuel for a future project. So I started asking how to write faster.

Writing by hand needs the right place and the right time of day. I travel for my day job. You can’t write a long post while walking the dog. You can’t write one while watching the Chiefs play the Chargers, or while stuck in traffic at 10 mph. As what I could build kept growing, a bottleneck showed up. I was the bottleneck.

I’d already learned I can’t hand all the writing to AI. I can’t get behind the words. Writing by hand is great. It forces me to find new ways to say things on the page. It’s also slow, and with a busy schedule it isn’t a workable answer either.

Those felt like two ends of a spectrum. Rather than be so black-and-white about it, I went looking for a third option. The idea hit me during a voice chat with ChatGPT. Lately the better way to do those is to let my phone’s microphone turn my speech into text, send that as a message in the ChatGPT app, and have it read the reply aloud. The quality is so much better.

So, wait a minute. What if I made voice notes and had an AI clean them up? It already knows how I write from more than 100 posts I wrote by hand. Now it gets a big pile of my spoken words, too. About 10 posts ago, I started doing this as an exercise.

Which raises a question. Does it still count? They’re still my words. I speak them into a microphone, and an AI cleans them up. Is that AI-written, or AI-assisted? And is something lost when it fixes the punctuation, organizes the thoughts, and keeps it in my voice?

Here’s what I found. It’s far faster. It still reads really well. I’d almost say it reads better. The way I talk and the way I write are very different. I don’t know if that’s shorthand or a disconnect in my brain that only shows up sometimes. It fascinates me.

Most of all, I can get behind the words, because I literally said them out loud. And nobody has to sit through 15 minutes of me explaining things while the dog barks, traffic honks, and a timer goes off in the kitchen. This section started the same way, as a voice note.

For now, that resolves the dilemma. It may change again as I get closer to 300 posts and tip past it. Maybe there will be a day when I need to do more. We’ll see.

Your turn

Grab a pen.

My 200-post reflection ends with an invitation: “Grab a pen, friend, and join me.” It doesn’t have to be grand, or great. It’s a work in progress for me, too.