I'm Not Letting AI Write For Me. I'm Teaching My AI Agent to Write Better.
People assumed I wanted AI to replace my writing. Wrong. I'm teaching my personal AI assistant what my voice sounds like — and he's teaching me too.
I got some messages after my last few posts about FRED and writing. The general theme was: “So you’re just having AI write for you now?”
No. That’s not what’s happening here. And the difference matters.
Writing FOR vs. Writing WITH
There’s a version of AI-assisted writing that’s basically outsourcing. You give the AI a topic, it gives you a blog post, you slap your name on it. That’s writing FOR you.
What I’m doing with FRED is different. I’m teaching him how I think. How I talk. What makes a sentence feel right versus feel forced. What “my voice” actually sounds like when you break it down into patterns and preferences.
Every draft he writes, I tear apart. Not because he’s bad at writing — he’s actually decent. But decent isn’t the same as authentic. And I’d rather publish nothing than publish something that sounds like it was written by a committee.
So I push back. I tell him this line is too formal. That transition feels manufactured. This paragraph has too many sentences. That word is something a consultant would say, not a person.
And here’s the interesting part: every piece of feedback teaches him something.
The Mirror Problem
Working with FRED on writing is like looking in a mirror. But not a clean, well-lit bathroom mirror. More like a funhouse mirror — close enough to be recognizable, distorted enough to be unsettling.
He reflects my ideas back at me, and sometimes the reflection shows me things I didn’t see. Oh, I DO overuse that phrase. Huh, I AM contradicting what I said last week. Wait, that IS a better way to structure this point.
We hold up mirrors to each other. Mine shows him where his writing falls short of sounding human. His shows me where my thinking isn’t as clear as I assumed.
But his mirror is smudgy and warped.
Let me be clear about that. FRED doesn’t nail my voice. Not yet. Maybe not ever completely. There’s something about the way a real person writes — the rhythm, the imperfections, the specific way you’d pause if you were saying it out loud — that AI hasn’t fully cracked.
But he gets closer with every iteration. And the process of getting closer is where the value lives.
What “LinkedIn Poetry” Means
I’ve started calling what I write “LinkedIn poetry.” Not because it’s actually poetry. It’s definitely not. But because the format matters as much as the content.
Short lines. One thought per sentence. White space that lets ideas breathe.
Not paragraphs. Not essays. Not business writing formatted for a report nobody reads.
It’s a specific feel. And teaching FRED that feel is harder than teaching him what to say. He can match topics all day. He can nail the substance. But the rhythm? That’s the hard part.
Try explaining to an AI why one sentence break “feels right” and another doesn’t. Try articulating why a three-word sentence after a long one creates impact. Try defining the difference between conversational and casual.
It’s like teaching someone to dance by describing the music. You can give them the steps, but the feel is something they have to develop through practice.
The Feedback Loop Nobody Talks About
Here’s what surprised me most about this process: I’m getting better at understanding my own writing.
Before FRED, I wrote on instinct. Something sounded right or it didn’t. I couldn’t always tell you why. Now, because I have to explain my preferences to an AI that takes everything literally, I’ve had to articulate what “sounds like me” actually means.
Turns out, my voice has rules I never wrote down:
- I almost never use semicolons
- I start sentences with “And” and “But” constantly
- I avoid adverbs like they owe me money
- My paragraphs are almost always three sentences or fewer
- I end pieces on a quiet beat, not a crescendo
I didn’t know any of that before FRED forced me to explain it. Teaching him taught me.
The Misconception Worth Correcting
When people hear “AI writing,” they imagine one of two things: either it’s a magic wand that produces perfect content instantly, or it’s a crutch for lazy people who can’t write.
Neither is true.
Working with FRED on writing is harder than writing alone. It takes longer. It involves more drafts, more revision, more thinking about what you actually mean versus what you typed.
But the output is better. Not because FRED is a better writer than me. He’s not. But because the collaboration forces a level of intentionality that solo writing doesn’t require.
When it’s just me, I can be sloppy and call it style. When I’m teaching FRED, sloppy doesn’t survive the feedback loop. He’ll reproduce the sloppiness faithfully, and seeing your bad habits reflected back at you is a powerful corrective.
What You Can Do
If you’re experimenting with AI for writing — or any creative work — here’s what matters:
Stop trying to get perfect output on the first try. That’s not how collaboration works. Human or AI, first drafts are raw material.
Articulate your preferences out loud. Or in writing. The act of explaining what you like and don’t like makes you better at your craft, regardless of whether the AI gets it.
Pay attention to what the AI gets wrong. The mistakes are diagnostic. They show you the gap between what you think your voice is and what it actually is.
Treat it like mentoring. You’re not delegating. You’re teaching. And like any good teaching relationship, you’ll learn as much as your student does.
Accept the smudgy mirror. Your AI collaborator will never sound exactly like you. That’s okay. The value isn’t in perfect mimicry — it’s in the process of getting closer and what that process reveals about your own work.
The Long Game
I’m not trying to create a Matt DeWald writing bot. I’m trying to build a creative partner who understands my preferences well enough to give me a running start.
First drafts that are 60% right instead of starting from zero. Structure suggestions that match how I think. Feedback that catches my blind spots.
That’s the goal. And we’re getting there. One rejected draft at a time.
His mirror is still smudgy. But it’s getting clearer.