Category

Articles on Judgment

15 posts in this category. Browse all categories →

The Insider Problem
Oct 20, 2026
The Insider Problem

JPMorgan blocked outside AI agents and Microsoft says to trust the model least. Before an AI agent spreads, decide how much damage a wrong model can do.

Where the New Ideas in AI Are Showing Up
Oct 13, 2026
Where the New Ideas in AI Are Showing Up

The AI builder feed is full of clones and tooling. The new ideas are in drug trials, weather models, classrooms and farms, and the bigger risk is everyone using the same tools until their ideas look alike.

The Handoff Problem
Oct 6, 2026
The Handoff Problem

AI coding agents made building cheap. The decisions behind the work rarely land where the next person starts, and that's where the savings leak.

AI Didn't Invent Your Data Problem
Sep 29, 2026
AI Didn't Invent Your Data Problem

Two AI data readiness studies both land on 7%, and they measure different things. The silo problem AI trips over is twenty years old, and readiness starts with one workflow.

What You Lose in the Tunnel
Sep 15, 2026
What You Lose in the Tunnel

A third of companies that made AI-led cuts have already rehired a quarter to half the roles. Outsourcing taught this lesson once, and the escape hatch is closing.

What Would Make This Fail?
Sep 2, 2026
What Would Make This Fail?

An automated check tells you one dimension passed. Everyone reads a green result as the work being fine, and that gap widens with every check you add.

The Novelty Problem: Why AI Ideas Don't Survive First Contact
Aug 26, 2026
The Novelty Problem: Why AI Ideas Don't Survive First Contact

Expert reviewers rated AI research ideas more novel than their own colleagues' work. Then 43 researchers spent 100 hours each building them, and the ideas fell apart. What that says about where judgment actually lives.

The Subsidy Problem
Aug 18, 2026
The Subsidy Problem

The AI you run is priced below cost. If your plan assumes cheap AI forever, the real exposure is the price resetting to what inference actually costs.

The Number on the Slide
Aug 11, 2026
The Number on the Slide

One AI product, three published accuracy stories spanning 34 points. Why vendor metrics aren't comparable, what they actually measure, and the three questions that cut through.

How to Tell What's Real in AI
Aug 4, 2026
How to Tell What's Real in AI

A practitioner's five questions for judging AI claims without writing code: what was measured, on whose data, where it breaks, what it stands on, and which mistakes you can live with.

Judgment Doesn't Scale
Jul 21, 2026
Judgment Doesn't Scale

AI didn't hollow out consulting, it repriced it. When analysis gets cheap, you stop paying consultants for capacity and start paying for judgment.

The Trust Tax
Jul 14, 2026
The Trust Tax

AI made execution cheap, so the real cost moved to verifying output you can no longer trust on sight. That trust tax grows with volume, and it is the line item no AI budget includes.

The Verification Problem
Jul 7, 2026
The Verification Problem

AI made polish free, so 'looks finished' no longer means 'was checked.' For executives, verification just became a design decision, not a step.

The Judgment Problem
Jun 9, 2026
The Judgment Problem

AI keeps getting cheaper at execution but still can't decide which problems are worth solving. Why judgment is the scarce skill for leaders, whatever the AI timeline.

The Dashboard Delusion
Jan 2, 2026
The Dashboard Delusion

Most analytics projects fail because organizations build dashboards before defining what decisions they would make differently.

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