The Tool-Shaped Hole
A contemplation on hiring, A.I., and needs that outlive their tools
Somewhere inside a lot of organizations right now, a job description is being rewritten because of A.I. Some roles are getting thinner. Some are getting stranger. A few are appearing under titles that would have read like science fiction not that long ago. Everyone seems to feel the ground moving, at least a little.
Let's slow it down and look at how one of these hiring decisions actually gets made, one step at a time. Then we'll take it off hiring completely. This isn't hiring advice, by the way. We're hunting meta.
The hole
Before the specimen, the concept. Here it is:
"A tool-shaped hole is a need described in the shape of a tool, rather than in the shape of the problem."
(Probably not my best one.) A job posting usually points at the easiest thing to describe, which is the tool. The problem is harder to write down, so it gets less ink. If the problem is the thing that hurts, and the tool is whatever currently stops the hurting, then most hiring language – nearly all of it, I'd guess – describes the thing that stops the hurting for now.
The hiring manager
So let's follow one hiring manager through it. Picture Dana running the customer support team at a mid-sized online retailer. Not a real company, not a real Dana – concrete enough to smell, though. Her team answers order questions, drafts replies, checks refund rules, and tries to keep angry people from becoming more angry. Let's just call all of that, plainly, the work.
The tool changed. That's all. And because the hire was matched to the tool – this season's version, with this season's words – the team can look covered while the gap keeps getting work done around the edges. Customers still need the weird exception handled. The posting stays on file. The problem is still there.
What did Dana need, back at step (c)? The problem solved. That might be the whole answer. The tool was just this era's way of solving it, and Dana wrote the era into the requirements.
I don't think Dana is doing anything wrong, tbh. Describing a problem with all the tools taken away is genuinely hard. (I've written the tool-shaped version myself. More than once.) It is WAY easier to write "needs experience with X" than to write "must keep being useful while X dissolves."
Two kinds of hire
So far as I can tell, there are two shapes a hire can take:
A cleaner way to say (b): the useful question is not whether someone already knows the current system. It is whether they have shown they can become useful again when the system is replaced. I think of it as slope rather than position, but we already have a concept on the table and I don't want to hoard them. The hole is the important part.
And which of the two does the average posting ask for? It looks like (a), at least from where I sit. imo that says more about how hard (b) is to describe than it does about any manager's judgment.
The meta, alone
Alright. Let's get up above it. Take A.I. off the table. Take hiring off the table too. What's left is the concept by itself: a need gets described in the shape of whatever tool is loudest right now, and the description quietly outlives the tool. Where else does that happen?
Farms, maybe. Horses gave way to engines a long while back – I won't pin the decade, it doesn't matter here. A farm that described its need horse-shaped – and plenty probably did – would have struggled badly. A farm that described its need problem-shaped, someone who knows this land and how to work it, could trade the horses for engines and keep going.
School seems to do this too. A family picks a field of study shaped like this season's hot career. The career moves before the studying is done, which I'd expect by now. The thing that might have held value the whole time is less shiny: the habit of picking up a new tool without falling apart.
And then there's the least comfortable place the pattern shows up. You. Me. My own resume is mostly a record of systems I have touched. It says much less about what I did when one of those systems stopped mattering. I can't tell from my own resume which shape it is.
Where I land
The piece I haven't worked out is detection. If the durable thing is a person's slope, how do you see a slope in an hour of conversation? Resumes mostly record positions. Interviews, at least the ones I've been part of, mostly test the present tense. Maybe you ask people what they've had to unlearn lately, and then you watch their face. Maybe that's nonsense.
Written by
Adam Roozen
Strategic Advisor. AI Strategy, Digital Commerce, Technology Transformation
Nearly 30 years of operating experience · Walmart · Sam's Club · Echidna
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