How I work with AI

How I work with AI, and how I keep it on track.

AI rarely fails in an obvious way. It gives you work that looks finished and sounds confident, but is slightly wrong. So I let the model generate, and I stay the person who decides what we're aiming for and whether the result is good enough to ship.

01Guide

Restate the goal as the work runs and check each result against it, so drift shows early. The brief that sets the goal comes from AI Project Setup.

02Standard

Hold each output to the tokens and components already written down, so drift is something you can point to, not a matter of taste.

03Final call

Nothing ships until it passes the checks, and a person signs off, not the model.

04Own it

The work goes out under my name, so the judgment on it is mine.

A review pass that catches drift before it ships

example
About this playbook
Topic
Working with AI
Scope
All my work
Pairs with
AI Design Lab
Form
Standard
Status
Kept up to date
00 · Why this exists

What I do, and what I let AI do.

AI made producing work cheap. So my value moved to the parts a model can't own: setting the standard, choosing which option is good, and making sure what ships is true. This playbook is how I work with every AI tool, so a plain instruction gets me work that actually fits my system, not work that only looks like it does.

How this differs from the Lab. The AI Design Lab is about designing AI products that people can trust. This playbook is about how I use AI myself to make everything else in this portfolio.
01 · How AI drifts

Seven ways AI work drifts, and how I catch each one.

"Stay in control" is advice nobody can act on. What helps is knowing the specific ways AI work goes wrong. There are seven. Each one has a sign you can learn to spot, and a check that catches it.

1System drift

The sign: the output stops matching your tokens and conventions, but still looks finished.

The check: compare it against the design system. The system is the source of truth, not the latest output.

2Intent drift

The sign: it answers the prompt but loses sight of the problem behind it.

The check: write the problem down and restate it, so you have something to measure the answer against.

3Confidence drift

The sign: it makes up file paths, metrics and APIs, and states them as calmly as facts.

The check: every claim has to trace to a real source. Sounding sure doesn't make it true.

4Agreement drift

The sign: it repeats your view back to you instead of giving the second opinion you asked for.

The check: ask it to argue the other side, then judge the argument, not whether it agrees with you.

5Average drift

The sign: it falls back to the most common pattern and drops the choices that made the work yours.

The check: the model has no taste of its own. You make the distinctive calls, every time.

6Memory drift

The sign: in a long session, it brings back decisions you already rejected.

The check: keep decisions in a record and corrections in memory, not in the chat. The chat is not a record. AI Project Setup covers how.

7Accumulation drift

The sign: each step passes review, but together they end up somewhere you never approved.

The check: review the whole thing, not just the latest change. At the end, check the work against what you set out to do.

What all seven have in common. The model aims for what sounds right. I need what is right. Closing that gap is the part of the work that stays with a person.
02 · Six rules

The six rules everything else is built on.

  1. Know what you want before you ask. What you want is the intent, and the prompt is just one way of writing it down. If you aren't clear on what you want, no prompt will fix the output.
  2. Context is the work. A plain instruction only gives results that fit your system if the setup around it was built for that. Building that setup is your job, and AI Project Setup is how I build it.
  3. The model offers options, and you choose. It can produce lots of options cheaply. Picking the right one is the real work.
  4. Verify before you trust. Output that reads well isn't proof that it's right. Everything the model makes passes the checks before it counts as done.
  5. Keep a human legible trail. Write down why, not just what, so the next person or agent can follow the reasoning.
  6. Taste does not transfer. The model can follow a standard once you set it. It can't come up with the standard. That part stays with you.
03 · Setting up the AI

Setup has its own playbook.

Everything the AI gets before the work starts is in AI Project Setup: the rules files, the brief, memory for corrections, the checks and the session commands, in the order I put them in place.

This playbook starts once the work is running: how I spot drift, the phases I work through, and the checks every output has to pass before it ships.

04 · The eight phases

Eight phases, from a vague request to a shipped product.

This covers the whole process. The early phases turn a rough request into a clear goal. The later ones measure what shipped. For each phase, the table shows what I own, what the model does, the drift most likely to show up, and the check that catches it. My other playbooks plug in where noted below.

PhaseYou ownThe model doesMost likely driftThe check
FrameThe real questionDrafts ways to frame it, points out unknownsIntentWrite the one line problem yourself, first
DiscoverWhich signals are realWidens research, groups interview findings, drafts what pushes people to switch and what holds them backConfidenceEvery finding traces to a real source
DefineWhat's in and what's outProposes problem statements and scope optionsAverageName the bet, how success is measured, and what's out of scope
DesignThe system and the tasteGenerates options from the library of componentsSystemTokens and components are the source of truth
BuildThe architectureWrites the codeAccumulationSmall changes you can review, with each file staged by name
VerifyThe checksRuns the checks and reports backConfidenceEvery check runs before anything is called done
ShipThe decision to releasePrepares the deployAccumulationA restore point first, then a deploy that passes its checks
GrowWhat to measureDrafts experiments, reads the analyticsAgreementDecide the metric, and when to stop, before the test starts
  • Discover and Define use my Discovery to Scope playbook: Jobs to be Done to find the real job, and the Double Diamond to explore widely and then narrow down.
  • Design runs inside my Figma Operating System. The agent works in the file, and the naming, tokens and status labels keep it on system.
  • Build applies the Interface Content System to every piece of text the model writes, so the copy stays in the product's voice.
  • Every phase has ready made prompts in my Prompt Library, each paired with the check that goes with it.
05 · The verification gate

The checks every output has to pass.

This is what "a person makes the final call" looks like in practice. The first three checks run on every push to main, and a failure stops the deploy. The last two run in a browser test on my machine before a release. They are actually run, not assumed. If they pass, I sign off. If not, the work goes back.

  • Dash sweep. No em dashes or en dashes, including HTML entities and escapes that display as one.
  • Structure scan. No duplicate ids, the main structural tags (divs, sections, navs, lists and tables) all close, and every link to a spot on the page works.
  • Machine readability. The JSON-LD (the structured data search engines read) parses, and every inline script is checked for syntax errors.
  • Render proof. The browser test loads the page at four widths in light and dark, confirms the theme switch works, and checks that nothing scrolls sideways at phone width. Then I check the rendered page by eye.
  • Contrast proof. The same test measures the navigation text against the background it actually sits on, at every width in both themes, and it must meet WCAG AA.
Why the checks matter. They replace trust with evidence. How confident the model sounds doesn't count. Only a passed check does.
06 · When not to use AI

When I keep AI out of it.

Part of working with AI is knowing where it shouldn't be involved at all. These are the four cases.

  • When a small mistake could do serious harm. Legal, medical, financial and security decisions cost too much to leave to something that only sounds right. A person decides, with help from a qualified expert.
  • When you can't say what you want yet. If the thinking is the point, do the thinking yourself. Give a model a vague goal and you get a confident, average answer, which is what you were trying to avoid.
  • When the work is the relationship. A hard conversation or a judgment about a person isn't something to generate. Handing it off loses the thing that mattered.
  • When you'd ship something you can't check. If there's no check for it, it can't pass. Don't ship on faith.
07 · Summary

The whole approach on one screen.

The main idea

AI aims for what sounds right. Checking that it is right is a person's job.

The seven drifts

System. Intent. Confidence. Agreement. Average. Memory. Accumulation.

The four moves

Guide the intent. Write down the standard. Make the final call. Own the result.

The checks

Dashes, structure, machine readability, render, contrast. All five must pass before I sign off.

A · Starter template

A pre-ship checklist you can adapt.

The five checks, plus a final review, in plain text. The brief and the rules files that come before the work are in AI Project Setup.

# preship.md  (the checks, run before shipping)
[ ] dash sweep clean  (entities included)
[ ] no duplicate ids, tags balanced, anchors resolve
[ ] JSON-LD parses, inline scripts pass a syntax check
[ ] page loads in a browser test, render checked by eye
[ ] contrast measured on the real background, WCAG AA
[ ] whole reviewed against original intent, then signed

More playbooks

AI Project Setup is what the AI gets before the work starts. The Prompt Library puts this approach to work, one prompt at a time. Discovery to Scope finds the real problem before anyone builds.

AI Project Setup cover
AI Project Setup, how I set up AI for a project
An AI will agree to a rule and break it twenty minutes later. These are the six things I set up before the first task, so it follows the rules, shows evidence for what it claims, and waits for my approval.
Prompt Library cover
Prompt Library, prompts for design work
Twenty-five prompts in the order the work happens: understanding the request, defining the problem, designing and checking it. Each one says when to use it and what to check before you trust the answer.
Discovery to Scope cover
Discovery to Scope, from request to plan
Requests usually arrive as a feature or a screen to copy, not a problem. This is how I find what the customer is trying to get done, look at the options, and agree a plan the team can build without guessing.