Writing on Technology Leadership & AI Strategy
Essays on technology leadership, AI adoption, and software strategy.
The Sum of All Tokens
AI lets you replace paid software with custom tools that fit the shape of your problem. But software still costs. It's the sum of token spend plus human insight, and the insight is the scarce half.
The Clean Interface
A weekend of AI-assisted home energy optimisation taught me the inversion nobody warned me about. The sophisticated parts of modern software are robust now. The simple parts are fragile.
The Long Obedience
Why staying in one place for fifteen years turned out to be a competitive advantage - and what happens when AI meets patience.
Fifteen Years of sheepCRM
How a favour for a friend became a membership CRM serving over a hundred organisations. The sheepCRM story — from Access replacement to focused product.
The End of Simplicity
When AI collapses the cost of building features and agents replace human users, what happens to our instinct for simplicity? A fractional CTO's perspective on abundance, discipline, and software bloat.
The Spreadsheet Moment
AI code generation is doing for software what VisiCalc did for financial modelling — putting creation into the hands of people who understand problems.
The Three Mountains
A simple model for operational maturity — where you actually are, not where you think you are. From a primary school framework to a decade of consulting.
The Accidental Operating System
Holacracy was criticised as too rigid for humans. It might have been building the organisational architecture AI agents need.