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Journal / Positioning
Essay · Positioning

The AI keeps getting you wrong.

What AI says about your business, and why

A client automating their outreach kept rewriting every draft the machine handed them. Quick, cheerful, endless. They thought they were editing. They were doing the whole job by hand.

A client of mine is automating their outreach. Good business, steady, the kind that grew on relationships and now wants to reach a hundred companies it has never met. So we started building the thing that would find those companies and draft the first email to each one. And every time the machine produced a draft, they rewrote it. Not sometimes. Every single time. A word here, a whole opening there, the tone, the ask, the sign-off. They did it quickly, almost cheerfully, the way you deal with a chore you long ago stopped noticing you do. I watched it happen a few times, then said the thing neither of us wanted to slow down for. You are not editing these emails. You are writing them, one at a time, by hand, and the machine is just giving you something to react to.

The rewrite is the tell

The natural read is that the tool is not good enough yet. Give it a better model, a sharper prompt, wait for the next version, and one day the drafts will land clean. I thought that too, for about ten minutes. Then I noticed the corrections were not random. Every draft was wrong in the same direction. The same instinct softened. The same claim overstated. The same wrong person imagined on the other end of the email.

A weak tool fails in scattered ways. A tool that fails in one consistent direction, over and over, is not weak. It is reading from something that is not there, and papering the gap with an average of everyone. Each time my client rewrote a draft, they were supplying, live and for free, the exact thing the machine could not reach. And because they typed it into that one email and nowhere else, they would have to supply it again tomorrow, and the day after, and every day the machine ran. They called it editing. It was authorship on a treadmill, and the treadmill never gets shorter, it just gets faster.

The machine only knows what's written down

Every drafting tool reads from a source. That is true of the AI, and it was true of every person you ever handed this job to before it. So point the question back at your own business and answer it honestly. Where is the source? For most founders it is one place. Your head. The positioning is in there, fully formed, entirely correct, and completely inaccessible to anyone else alive.

Which explains a run of things that never made sense as separate failures. The junior you brought in to sort out the marketing, producing content pointed at nothing. The expensive agency that handed back a beautiful deck describing a company slightly to the left of yours. The AI serving you plausible and hollow in the same breath. None of them were in the room when you built the business. None of them can read a document that was never written. They are all guessing at the same missing file, and you are correcting all of them by hand, and calling it managing the work. The correcting feels productive. It is the most expensive way there is to keep a secret from your own team.

Rewrite every draft and you do not have an AI problem. You have a positioning problem that has finally started charging you by the hour. — on the cost of an unwritten brand

The part you keep skipping

Here is why the file never gets written. Writing it feels like the low-value job. It ships nothing. It makes nothing you can hold up. So it gets skipped, everyone jumps straight to output, the output comes back wrong, and correcting it feels like real work, which is exactly why the loop never ends. The busywork disguises the thing you never did.

But look at what you actually add on each rewrite. It is not prose. It is a decision. This client and not that one. This claim we will stand behind, not the safer version everyone in the category uses. This is the promise, that is the noise. AI can copy your sentences all day. It cannot make that call, because it was not there for the fifteen years that earned it, and it cannot see the one thing that matters most, which is the difference you have stopped noticing precisely because you are too close to it.

Write that decision down once and everything downstream, from the machine or the junior or the agency, starts from the right place instead of a guess. Skip it and automation does the one thing it is genuinely brilliant at. It produces wrong answers faster than you ever could by hand. A hundred personalised emails, all subtly aimed at the wrong idea of what you are. That is not scale. It is the same mistake, sent to more people, at a speed you can now be proud of.

One thing to do this week

Find the last thing you rewrote. An AI draft, a junior's copy, a line on your own website you quietly fixed at eleven at night. This time do not fix the next one. Instead write down what you changed and why. Not the words. The reason. Who it is really for. What it is actually claiming. What you cut, and what cutting it protects. Two or three honest paragraphs of that are worth more than a month of corrected drafts, because they are the first page of a source that has never existed outside your head. That page is what the Brand Clarity Workshop produces, written properly, in four hours, with the only person who can actually make the calls sitting in the room. Four hours, the founder, a written report. £1,500 fixed. Book it at kevaltanna.com/workshop.

— kev September 2026 · London
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