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The Leader AI Needs: A Manifesto for What Comes Next
June 19, 2026
This is the thirtieth email I've sent you. If you've been here since the beginning, you've read about governance frameworks and execution principles. You've...
Your Weekly AI Leadership Ritual: 5 Prompts You Can Use Today
June 16, 2026
I've shared a lot of frameworks, principles, and strategies in this newsletter. Today I want to be purely practical. Here are five prompts — one for each day...
Precision Over Volume: The Execution Principle That Changes Everything
June 12, 2026
There's a principle I keep coming back to in my own leadership practice, and I want to share it with you because it changes how you think about everything —...
The Three Questions Every Board Will Ask About AI This Year
June 9, 2026
If you report to a board — or if you ever present to one — this email might save your career. Because boards are waking up to AI. And they're not asking the...
Building Teams Where Humans and AI Actually Complement Each Other
June 5, 2026
Most teams aren't using AI wrong. They're using it randomly. Someone uses it for one thing. Someone else uses it for something completely different. There's...
How to Have the AI Conversation With Your Team (Without Causing Panic)
June 2, 2026
You need to talk to your team about AI. Not a presentation. Not a training. A real conversation about what AI means for their work, their careers, and their...
The Productivity Trap: Why Doing More Faster Isn't Leadership
May 29, 2026
Let me tell you about the most dangerous narrative in AI adoption right now. "AI makes you more productive." It's on every vendor slide deck. Every ROI...
When AI Agents Make Mistakes: A Leader's Response Framework
May 26, 2026
It's going to happen. It might have already. An AI agent in your organization is going to make a mistake. It's going to send the wrong email to a customer....
The 30-Day Challenge That Turned My Skeptics Into Advocates
May 22, 2026
I had a team once — smart people, experienced, top performers — who absolutely did not want to use AI. Not hostile. Just... unmoved. They'd been through...
Your AI Ethics Policy Is Probably Useless. Here's What Works.
May 19, 2026
Let me guess. Your organization has an AI ethics policy. It mentions fairness, transparency, accountability, and probably privacy. It was drafted by legal,...
The Weekly AI Leadership Toolkit: What to Ask Your Team Every Monday
May 15, 2026
I've spent the last several emails giving you strategic frameworks and prompts you can use with AI. Today I want to give you something different: five...
A Prompt Framework for Executive Decision-Making
May 12, 2026
Most executives use AI wrong. They use it to write emails. To summarize documents. To draft slide decks. Those are fine. They're also a waste of the most...
The Strategic Alignment Test Most Leaders Fail
May 8, 2026
I want you to try something right now. It'll take sixty seconds. Write down your organization's top three strategic priorities for this year. Not the AI...
Why 'AI Champions' Programs Almost Always Fail
May 5, 2026
Somebody in your organization had a great idea: "Let's identify AI champions in every department! They'll drive adoption from the ground up!" It's the kind...
The Agentic Future Is Here. Your Org Chart Isn't Ready.
May 1, 2026
Six months from now, your organization will have AI agents that don't just answer questions — they take actions. They'll schedule meetings, process invoices,...
Five Signs Your AI Governance Is Theater
April 28, 2026
Your organization has an AI governance policy. Congratulations. So does everyone else. The question isn't whether you have one. The question is whether it...
The Human Skills That Just Became Your Competitive Advantage
April 24, 2026
For the last two decades, technical skills were the premium currency in the leadership market. Know SQL? Premium. Understand cloud architecture? Premium. Can...
Stop Piloting. Start Deploying.
April 21, 2026
How many AI pilots is your organization running right now? Three? Five? Twelve? Now — how many of those pilots have graduated to full production deployment?...
Middle Managers Are the Most Important People in Your AI Transformation
April 17, 2026
If you're a C-suite executive reading this, I need you to hear something you probably don't want to hear. Your AI transformation will succeed or fail based...
The Prompt That Replaced a $200K Consultant
April 14, 2026
I'm going to share a prompt with you that is absurdly powerful. It won't literally replace a consultant. But it will do something most consultants do in...
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