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A field note · What it actually takes

Excelling at AI takes two kinds of judgment that rarely live in one head.

In my experience, the hard part of AI isn't just the technology - though that's moving faster than anything I've watched before. It's having deep domain expertise, real access to data, a killer hypothesis, and the engineering skill to chase it down.

You'll hear a lot right now about vibe coding, vibe engineering, vibe design, vibe marketing, prompt engineering, and whatever the term has become by the time you read this. Underneath all of it is the same idea: that you can describe what you want and have the working thing come out the other end. Something real is happening there, and it has genuinely collapsed the cost and the time of getting to a demo. What it hasn't collapsed is the distance between a demo and a system the business can actually run on. That distance is where the return lives, and crossing it still takes people who know the domain cold and can engineer properly. I've watched a lot of impressive pilots die in that gap.

There's also a tension most boards and executive teams haven't named. On one side, the token-maxers: run everything at the frontier, use the best model available, sort the bill out later. I don't think they're wrong, it's just that they tend to be founders or engineers with capital and no legacy to protect, and exploiting the early envelope of a new capability is exactly the right bet when you're rebuilding from scratch something that was designed decades ago, or that you want to push the frontiers and yourself to the limit. What it isn't, is transferable. An enterprise has to experiment too - moving at this speed, I'd call that non-negotiable - but it experiments with a live business underneath it, which is a different exercise entirely. On the other side sit the people so wary of what frontier models cost that they won't touch them even when they're clearly the right tool, and that one I do think is a mistake. The discipline is matching the investment to the actual threat - being clear-eyed about which parts of the business can be disintermediated, and spending to defend them in proportion to how real that risk is.

Then there's the pressure nobody put in the business case. Most large companies are carrying vendors and outsourced functions they chose in a different era - panels of approved suppliers, most of them offshore, priced on an arbitrage that has quietly stopped working. Those vendors are competing for exactly the same scarce people you are, at rates they agreed to years ago. There's no margin in it for them, so the quality goes. Meanwhile their own business models are being rewritten at the same time as yours, and every one of them arrives with something they've built that they'd like you to buy. What used to be leverage is now weight.

The same shape applies to the models themselves. Providers aren't charging the full cost of what they're serving today. Embed one deep in a workflow, run it at capacity, build a real dependency on it - and the price is theirs to set, not yours to negotiate. You'll be stuck with it for a while. That's not a reason to stay out. It's a reason to know exactly what you'd do if the number doubled.

And this isn't only a board conversation. Directors set the appetite and ask the hard question once a quarter. It's the executive team that has to live inside the answer - choose the vendors, redesign the workflow, defend the number when it moves. Both groups need enough of both columns to know what to ask of the other, and to recognize a good answer when they hear one.

Reading those pressures is a boardroom call. Building so you can survive them is an engineering call. I keep my hands in the code precisely so I can make both.

The boardroom and the engine room aren't two teams - they're one spectrum of skills. Getting to AI ROI takes real command of both ends at once, and that combination is rare. Everything above pushes you to move; everything below makes moving costly.

Market forces that make you move disintermediation regulation vendor drag model repricing Market forces that make moving costly The boardroom The engine room strategy risk governance economics adoption timing code architecture models data pipelines evals AI ROI

Miss either column, and the investment doesn't return.