Simon Wilby

Insights

Ideas on Building AI That Actually Ships

Opinionated writing on enterprise AI strategy, the operating models that get systems into production, and the mindset shifts this decade demands.

StrategyLatest

Why 90% of Enterprise AI Pilots Never Reach Production

Most companies do not have an AI problem. They have a plumbing problem. Here is why so many promising pilots quietly die before they ever ship — and the operating model that gets them across the line.

August 4, 20266 min readRead article
Perspective

AI Does Not Replace People. It Amplifies the Ones Who Use It.

The replacement narrative makes for good headlines and bad strategy. The real story of this decade is amplification — and the widening gap between people and companies who adopt AI and those who wait.

July 18, 20265 min read
Playbook

Five Questions to Answer Before You Build Anything with AI

Before you write a line of code or pick a model, answer these five questions. They are the difference between an AI project that ships and one that becomes an expensive science experiment.

June 29, 20267 min read

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