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Posts on organizational agility, leadership and transformation — from practice, not the manual.

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AI-generated illustration about artificial intelligence and budget

The AI Your Budget Isn't Buying

Thirteen of fourteen AI proposals for the budget were variations on the same idea. The fourteenth was the only one that touched the margin — and it got pulled from the deck.

AI-generated illustration about the six capabilities for scaling artificial intelligence in an organization

Six Capabilities for Scaling AI, and the One Nobody Funds

The vocabulary of agentic AI has already reached the boardroom. The framework behind it has six capabilities — and two of them almost never get funded.

AI-generated illustration about Domain-Driven Design and shared language across organizations

Domain-Driven Design Just Turned Twenty-Three, and Only Now Became Urgent

Five departments answered what an 'active customer' means, and all five were right. The problem isn't the ambiguity — it's that no AI agent is going to notice it before acting on it.

AI-generated illustration about technical debt and system collapse

The Wall Was Always There

The tech team warned. The business prioritized the roadmap. Six months later, at the worst possible moment, the system collapsed. Technical debt isn't the problem — the incentive system that produces it, is.

AI-generated illustration about organizational scaling and team communication

When the Human System Stops Scaling

LeanIX went from twelve people to five hundred. The software architecture grew without major trauma. What didn't scale was the human system.

AI-generated illustration about evolutionary architecture and platforms built incrementally

The Perfect Architecture That Never Arrived on Time

Months of design, review boards, exhaustive documentation — and by the time the project finally has something to show, the business has already moved on. Why the perfect architecture almost never arrives on time.

AI-generated illustration of a poisoned apple, representing the 1990s management model

The Poisoned Apple

Many organizations spend all their energy trying to look like the photo of a 'well-run' company — without ever asking whether that photo is still the right destination.

AI-generated illustration about tokenmaxxing and the theater of AI adoption

Tokenmaxxing: The New Face of AI Theater

A team burned 40% more tokens this quarter. Nobody asked what got done with them. Tokenmaxxing is the new face of AI Theater — and it has three antipatterns behind it.

AI-generated illustration about burnout and leadership in the age of artificial intelligence

Are We Listening to the Piano Fall?

Chaplin's Tramp collapsed tightening bolts at a pace he couldn't negotiate. Ninety years later, we're the ones running the belt — and AI just sped it up.