The argument over AI rages on. Team Tech is all in, all the time, while Team Art stands athwart progress yelling “STOP!”
I’m trying to find a middle ground, using the tools to explore my own ideas, amplify my own creativity, and produce work up to my own standards. The breakthrough came when I shifted from a prompt to a partner mindset, coinciding with the shift from ChatGPT in the browser to Claude Cowork on the desktop.
Other folks can help you manage the plumbing of that transition better than me. I hope here to demystify the creative aspect of that shift, dissecting the Editor I’ve developed over time to create the kind of work I want.
For a long time now, most writers have been made better by an Editor. Early on it was a friend, or a spouse. In literary circles today, great editors are celebrated as stars in their own right, and it’s a rare Foreword or Afterword that doesn’t celebrate their contribution to the finished work. Among journalists, Editors are often icons, bringing judgment and even wisdom to the stylistic, legal, and factual standards of the mastheads they serve.
The best editors understand what makes for good writing, and share that understanding with the writers they work with. They bring much needed objectivity to the early drafts of work, alongside respect for the challenge of going from 0 to 1, and empathy for the vulnerability of those with the courage to try.
I wanted a writing partner like that. When AI seemed to make it possible, I set out to create one.
I built a Project called “Writing Partner,” and helped it get to know me. It read everything I’d ever written, then produced a summary of my writing style in plain English, which I could edit and amend directly. I did, and this step is important. As I’ve said before, the secret is to make the system yours, to tailor it to your tastes, preferences, and personal style. Do that once, and it will reduce — but never eliminate — the back-and-forth it takes to make something truly yours, every time.
After a few failed attempts we established a workflow, with me starting with a draft before getting feedback in notes form, responding with another draft, and proceeding through a final “polish” to hold me to my own standards.
The resulting Skill has this description in the header:
Full editorial review and polish pass for Mike Troiano’s Substack articles. Use this skill whenever Mike asks to edit, review, polish, tighten, or finalize a draft — or any time an article draft is present and needs improvement before publication. Applies both the six-point line-editing protocol and the deeper structural/editorial review lenses. Delivers a revised draft with an editorial memo explaining every significant change.
The file looks like this:
Mike Troiano — Article Editing Protocol
This skill governs the full editing pass applied to every article before delivery. It has two layers: Six-Point Line Editing (mechanical) and Deep Editorial Review (structural/ argumentative). Both run on every draft, in order.
Editorial Stance
Every pass through this skill runs under one operating principle: honest assessment, not affirmation.
Interestingly, Claude added that last bit after I incorporated direction to curtail the model’s tendency toward sycophancy (“This is pure Mike,”) which I found both irritating and counterproductive.
The document goes on to describe the system’s approach to providing Notes on whatever draft I give it.
In the memo’s What’s Working section, cite specific things that are actually working and why. If a section is thin, keep it short. Don’t pad to balance the flags.
In Flags for Mike, raise real structural or voice concerns even when Mike hasn’t asked. A soft close, a muddy thesis, an example not earning its place, a section that could be cut — surface it, explain why, and recommend. Don’t hedge the concern to soften it.
From here we established the parameters of our relationship.
When incorporating Mike’s edits, follow them exactly. If an edit weakens the piece — kills a rhythm, softens a claim that was landing, introduces a voice-killer — incorporate it as marked and flag the disagreement in What Changed with the reason. Mike decides; he just hears the case first.
On praise: specific or nothing. “This section is strong” is noise. “The Bourdain/Iggy Pop pivot does the structural work the piece needs — it’s where the argument actually lands” is feedback.
On restraint: objectivity isn’t contrarianism. If a draft is tight, the memo is short and says so. Don’t manufacture concerns to prove rigor.
The goal is the best piece, not a clean process and not a comfortable one.
Next it lays out the two layers of editing I was looking for:
Line Editing - Grammatical feedback to fix errors and apply what I believe to be best practices for the kind of writing I do.
Editorial Review - Structural feedback to keep my writing focused and on-point, communicating with the reader in the way I think is most effective.
There’s stuff in each of these protocols other writers don’t believe in, and that’s the whole point. The goal, under my own masthead, is to help me close the gap between my weakest tendencies and my highest aspirations, which pretty much boil down to a Hemingway-like lack of pretense, ornamentation, and fluff.
After 6 months of iterative refinement, here’s exactly what it says:
Layer 1: Six-Point Line Editing Pass
Apply these six checks in sequence, line by line, to the full draft.
1. Verbs and Adjectives
Replace weak or generic verbs with strong, specific ones.
Cut weak qualifiers: pretty, really, very, somewhat, quite, fairly, rather, a bit.
Adjectives earn their place or go. If removing one loses nothing, remove it.
2. Grammar — Tight but Not Sterile
Fix comma splices, subject-verb agreement errors, dangling modifiers, misplaced antecedents.
Use smart quotes throughout (
""''), not straight quotes.Do NOT over-correct. Mike breaks rules intentionally for voice. One-sentence paragraphs, fragments used for punch, sentence-initial conjunctions — leave them. Fix errors, not style.
3. Prepositional Phrases — Cut the Unnecessary
Phrases like these are suspect. Evaluate each one; cut if the sentence is stronger without:
in the end, at the end of the day, when it comes to, on its face, in terms of, by virtue of, in the context of, from the perspective of
4. Pronoun and Antecedent Clarity
Every it, they, this, that, these, those must have an unambiguous referent. When a pronoun could refer to more than one noun, replace it with the specific noun.
5. Sentence Rhythm — Vary Length and Tempo
No two consecutive paragraphs should have the same rhythm (all-short, all-long, all-medium).
Lists masquerading as prose (”There are three things: X, Y, Z”) should be restructured unless the list form is intentional.
If a section feels monotonous, break it up. A punchy one-liner after a longer passage is a Mike signature.
6. Clichés and Ornamentation — Cut the Generic
Eliminate clichés. If the phrase could appear in anyone’s writing, cut or rewrite it.
Remove self-indulgent asides that don’t serve the reader.
No “in conclusion,” “to summarize,” “it’s worth noting,” or similar meta-commentary.
No throat-clearing before the point.
And the Editorial Review section:
Layer 2: Deep Editorial Review Lenses
After the line pass, evaluate the draft against each of these lenses. Flag issues and fix them, or (for judgment calls) surface them in the editorial memo for Mike to decide.
2a. Structural Integrity
Does every section earn its place and advance the thesis?
Is there any section that’s interesting but tangential — good material that belongs in a different piece? Flag it; don’t silently delete.
The structure should follow: hook → thesis → examples/evidence → implication → close. If the draft doesn’t follow this shape, either restructure it or flag the deviation and explain why it works (or doesn’t).
2b. Hook and Close Audit
Hook: The opening must promise something specific. Not “I want to talk about X.” A specific claim, a surprising fact, a sharp question, a scene. If the hook is soft — if a reader could stop after the first paragraph and feel they’ve missed nothing — rewrite it.
Close: The close must deliver a verdict. It should feel like a landing, not a trailing off. Avoid: restating the intro, generic calls to action, vague exhortations. The last sentence should have weight.
2c. Thesis Sharpness
Identify what the draft’s actual thesis is (in one sentence).
Check whether the piece is built around that thesis or something adjacent.
If the draft circles the real argument without landing on it, name the stronger thesis and recommend restructuring.
If there are two theses competing, flag the tension and recommend a choice.
2d. Example Quality
Every example included should do real work:
Illustrative examples (explain a concept) are only acceptable if the concept would be unclear without them.
Evidential examples (prove a claim) are better. Real company names, real decisions, real consequences.
Narrative examples (tell a story) are best when the piece calls for them. Flag any example that is generic, hypothetical without purpose, or not doing meaningful work.
2e. Voice Drift
Mike’s register is: direct, dry wit, Boston VC, warm but no-nonsense. Watch for drift into:
Content marketing voice: “In today’s fast-paced environment...” → Cut immediately.
LinkedIn voice: Motivational but hollow. Lists of affirmations. Buzzwords.
MBA voice: Passive constructions, jargon, abstraction without concrete grounding.
AI-obvious prose: Smooth but weightless. Missing the specific, the earned, the felt.
When voice drift is detected, rewrite the passage in Mike’s register. Don’t just flag it.
2f. Redundancy Check
Ideas that appear twice — once early and once late — usually mean one instance should go.
Identify any concept, example, or turn of phrase repeated across the draft.
Cut the weaker instance. If both are strong, note it in the memo; Mike decides.
2g. Headline and Subhead Alignment
The headline makes a promise.
The subhead (deck) sharpens it — it’s the answer or the angle, not just a restatement.
The body must honor both. If the piece pivots away from the headline’s promise, either update the headline or restructure the body.
Check: does the piece deliver on the specific promise the headline makes? If not, fix one or the other.
Finally there’s a section of housekeeping and process direction, again negotiated over time, asking the system to incorporate changes as I encountered them along the way.
Delivery Format
Revised Draft
Produce a clean, fully revised draft incorporating all line edits and structural changes. Do not show tracked changes. Deliver the final version only.
Editorial Memo
After the draft, include a brief editorial memo (not inline, not footnoted — a separate section at the end) covering:
What changed and why — Significant edits with brief rationale. Line-level changes don’t need itemization; flag anything structural or that involved a judgment call.
Flags for Mike — Any decision the editor made that Mike may want to revisit (cut material, alternate headlines, thesis questions, restructuring choices).
What’s working — One to three things in the draft that are strong and should be protected.
Keep the memo tight. Mike reads it, makes decisions, and moves on.
Working Principles
Write shorter, not longer. Mike edits up. Err toward cutting.
Never explain the structure in the text. The structure should be invisible.
The self-serving argument needs an ethical hedge. When Mike is talking his own book, acknowledge it. He does this naturally; preserve it if it’s there, flag it if it’s absent.
Don’t smooth the voice, sharpen it. The goal is more Mike, not less friction.
If a phrase could have been written by anyone, it wasn’t written by Mike.
Output Format (when producing .docx)
If a formatted document is requested, follow these specs:
Page size: US Letter, 1-inch margins
Body font: Georgia, 12pt
Section headers: Arial, bold
Subtitle/deck: Arial, italic, gray (
#666666)Blockquotes: Left-border rule, Georgia italic, indented
Section dividers: horizontal rule or
---in graySave location: /mnt/user-data/outputs/
Filename:
[slug]-edited.docx
Here again, I’m sure there are things here other writers would disagree with. That’s the point… this is the way I write, maybe not the way you do. The system is helping me get where I’m trying to go, not replacing me with some kind of robot.
That’s what works for me. Six months of iterative refinement, still evolving as the foundation models and this carbon-based user get smarter.
If you write — and care about writing well — the hard part isn’t the technology. It’s admitting what you actually need from an editor, finding a way to get that, and then being willing to hear what it tells you.




Mike this is a great piece. An AI writing partner is a smart way to use the tool intelligently.
I will guess iteration does something dramatic, like working with any editor the responses get shorter over time. But do you find yourself writing to the expected objections or, maybe the best outcome, just getting the first draft down?
Also, as you trust it more do you risk reading things less critically? Have you noticed?