Essays on AI Design

If you want to know how I think before the call, this is the fastest way. Four essays, each opening on a real moment a product I worked on lost — or kept — a user's trust. The Patterns library is the reference version of the same ideas: the do's, don'ts, and demos. This is the story behind them.

The four essays
Confidence Scores · AdTech

How I Design Confidence Scores for AI Products

A recommendation engine that beat human buyers — and got overruled half the time anyway. What I learned about the half-second where a person decides whether to trust a number.

Essay · 8 min read →
Failure States · Due Diligence

Design the Failure State First

A model that demoed at 94% confidence and was wrong 40% of the time in production. Why the happy path is the smaller half of the job, and the failure state is where trust is won or lost.

Essay · 6 min read →
Explainability · FinTech

The Explainability Layer: Making AI Legible

A compliance officer asked one question the system couldn't answer — and a trade went through unsupervised. Why "why this, not that?" is a design problem, not a data-science one.

Essay · 7 min read →
Human-in-the-Loop · EdTech

Human-in-the-Loop: When to Ask, When to Override

A 94%-accurate recommender that students skipped 60% of the time — out of click fatigue, not disagreement. When asking for confirmation stops respecting the user and starts taxing them.

Essay · 5 min read →
Shorter pieces, on Substack
More on The Trust Layer (Substack) ↗

The Agentic MVP: Why Your Next Launch Will Be Lovable, Not Just Viable

May 20, 2026 · Read on Substack ↗

The AI Fight Club: Weaponizing Claude and Gemini for Bulletproof Products

May 17, 2026 · Read on Substack ↗

The New Renaissance: How AI is Transforming Us from Software Operators to Digital Artisans

May 5, 2026 · Read on Substack ↗