79% of enterprises overran their AI budgets. Here’s how to budget for AI in 2027: inventory, token costs, adoption curves, and a number you can defend.
Blueprint Your Processes. Don’t Replicate Your Steps.
There’s an article going around by Alex Lieberman called 30 Features of an AI Native Company. Matt and I have been somewhat obsessed with it internally, enough that we’re going to work through it on the show over the next few weeks. It’s a good list. It asks what the perfect design of an organization […]
Leading People Through AI Change: A Guide for Senior Executives
Lead the human side of AI change with clear responsibilities, honest communication, and support for managers. Connect people, process, and technology.
How CEOs Should Learn AI Without Becoming Technologists
Build the AI fluency you need to lead without becoming a technologist. Learn through real work, better questions, and decisions about people and process.
Executive AI Coaching vs. AI Consulting: Which Support Do You Need?
Compare executive AI coaching, AI consulting, and implementation support. Identify whether your organization needs leadership development, expertise, or delivery.
Your First 90 Days Leading AI: People, Process, and Technology
Set a practical direction for your first 90 days leading AI. Connect people, process, and technology with clear ownership, focused experiments, and learning.
Leading an AI-Native Company: People, Process, and Technology
Lead your company’s AI transition by connecting people, process, and technology. A practical guide for CEOs and executives leading organizational change.
What Is AI Coaching? Human Coaches and AI Coaching Tools Explained
Understand the two meanings of AI coaching, what a human executive AI coach does, and how to choose the right support for your leadership and organization.
I Burned Two Billion Tokens for $125. That Number Is a Business Risk.
It rained all weekend, so I built things. Three projects. About 20 hours across two days. Up to 10 simultaneous agents running in Codex, kicked off as separate work trees so they wouldn’t collide with each other. When I looked at the usage numbers afterward, I had burned two billion tokens. My bill was roughly […]
Your Organization Picked the Most Powerful AI Tool. Here’s Why Nobody Is Using It.
The Question Most Leaders Skip When Choosing AI Tools There’s a conversation I keep having with leadership teams, and it goes roughly like this. They evaluated tools. They did the research. They looked at capability benchmarks, sat through vendor demos, maybe ran a pilot with their most technical people. They picked the one that scored […]
