Enterprise AI, without the theatre

Judgment for the age of AI adoption.

Cup of Wit is an editorial briefing for leaders, architects, and operators who need AI to survive budgets, governance, politics, and real work.

Featured essay

AI Does Not Replace Human Judgment — It Reveals Its Absence

For leaders who believe their organizations are ready for AI — and haven't asked what they're actually ready for.

Apr 2, 2026

Core themes

Four connected themes for thinking clearly about AI and putting it to work.

How leaders decide where AI belongs, where it does not, and what has to change around it.

The messy middle between ambition and adoption: governance, incentives, funding, roles, and delivery.

Practical notes on when agentic workflows are useful, risky, overbuilt, or worth scaling.

Better outputs by designing the assignment, not by chasing magic phrases.

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