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The CAIO Brief

Weekly AI governance and spend intelligence for executives deploying AI at scale. By Brian Diamond, fractional CAIO and founder of BrianOnAI and Onaro.

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Stop Measuring Usage. Start Measuring Value.

The Brief

You Have a Breach Playbook. Do You Have an AI-Failure Playbook?

The Brief

Most of Your AI Risk Is in Software You Bought

The Brief

Why 95% of AI Pilots Die in Production

The Brief

Your AI Has More Access Than Your Interns

The Brief

Correction & Update: What Actually Happens on August 2, 2026

A note on the EU AI Act timeline — and why I’m running it as its own piece.

When the Agent Acts, Who's Accountable?

The Brief

The Disclosure Rule Nobody's Reading

The Brief

Stop Planning for a Delay

The Brief

The CAIO Conversation You Need to Have With Your Board

The Brief