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Training Claude to write like me (and feeling weird about it)
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Training Claude to write like me (and feeling weird about it)

Here's exactly how to train Claude on your Substack posts

I don’t use AI to write my posts. Not that there’s anything wrong with it, but I write because I like writing.

But lately I’ve been curious: how easily could I train AI to write like my Substack? Not just mimic me in a vague, “here are some sentences in a similar style” way, but actually pick up on the way I structure things, the rhythm of my paragraphs?

So I tried it.

Here’s how to do it

Substack lets you export all your posts. Here’s how:

Go to your publication’s Settings > Import/Export > Export Your Data. You’ll get a zipped folder. Double-click to unzip it, then delete anything that’s a draft or not an HTML file. (Mine had a couple of CSVs in there. Those can go.)

What you’re left with is your full publishing history as a set of HTML files. Your voice, your structure, your patterns, all laid out in a way an AI can actually read and learn from.

I handed those files to both Gemini and Claude and asked them each the same thing: analyze these posts and build a guide to how I write.

What happened

Both of them gave me something usable, but Claude’s result was different in a way that was hard to ignore.

Claude didn’t just list surface-level style observations. It picked up on structure. How I open posts (personal anecdote, surprising statement, or direct question, never “In today’s post I’ll cover...”). How I use parentheses for asides instead of em dashes. That I write short paragraphs and let white space do some of the work. That I include real, copy-paste prompts in code blocks. That I often end on a question, not a summary.

It also captured the things I do instinctively, the stuff I’d never thought to articulate: that I’m warm but not gushing, that I trust my readers to be smart, that I’d rather show something specific than tell you it’s something jargony like a “game-changer.”

Reading it felt a little creepy, to be honest, like it was looking over my shoulder.

Gemini’s version was fine, but it was more of a template, where Claude gave me more of a detailed style guide with more about my audience and the why behind certain choices. It also included examples. I especially liked its list of things to avoid and what to do instead. Gemini also capped me at 10 files, so I couldn’t attach all my posts.

Why I loved this - even if I probably won’t use it

If you do write, whether it’s for a newsletter, a blog, social posts, or even long emails, this is worth doing. Even if you don’t want AI to write for you, it’s useful to have a document that articulates your own voice back to you. You might even uncover patterns that you want to avoid.

The prompt

Try this prompt, along with your attached Substack posts:

I'm going to share a collection of my Substack posts. I'd like you to analyze them carefully and create a detailed style guide that captures how I write — my voice, my sentence structure, how I open and close posts, how I use formatting, what I avoid, and any patterns you notice. Be specific. Include examples from my actual writing.

Depending how you’re going to use the style guide, you can add “I plan to use this as a Claude Skill” or “I want to use this as the instructions for a Gemini Gem” (or custom GPT).

Your result might look different depending on how many posts you have and how consistent your style already is.

How to use a Skill in Claude

If you’re doing this in Claude, tell it that you want to install the style guide as a Skill. When I did this, I got a Save skill button that let me click to install.

After installing a Skill, you can use it by clicking the plus sign (+) at the bottom of the chat window. Select Skills, then the name of your skill.


What do you think?

I mentioned I don’t want AI to do my writing, and I think I’ll stick with that. But this post might be different (or it might not…)

Poll: Do you think I used the skill to write this post? If so, what percentage of this post was written by Claude?

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