01
Nodding through board conversations
Your CTO is presenting the AI strategy. You are agreeing. You are also not entirely sure what vibe coding is. That gap is fine, right up until it is not.
Private AI tutoring for executives
I have been in your shoes. In your seat. In THE room.
Anyone can teach you to build an agent. Almost no one teaching it has actually run the operation. I know the pressure you are under, the bottlenecks a leader creates, and the AI workflows that survive a real calendar. So I do not hand you a course. I tutor you, privately, on the decisions already on your desk.
The messy middle
You are not behind. You are in the middle.
Kanter's Law, named for my former Harvard Business School professor Rosabeth Moss Kanter, says: "everything can look like a failure in the middle." Every real change starts with excitement, hits a stretch where it all feels like it is falling apart, and rewards only those who push through to the other side.
That is where most leaders are with AI right now. By the time it hit your board agenda, you had already been quietly Googling "what is an agent" between meetings. Your team says AI is "covered." You are not so sure, and you are the one person in the building with no cover to admit it.
That gap is not a failure of leadership. It is the predictable middle of a change curve, and you do not get through it by reading more. You get through it with someone who has already crossed it sitting next to you.
The discreet option
Group AI training does not work at your level.
You cannot ask the basic question in a webinar without it getting back to your team. You cannot risk your face turning up in someone's cohort screen recording. And the exec programs are six weeks long and virtual. You need to understand AI yesterday.
What actually works is private tutoring. A proven operator who has sat in your seat. Plain English, your pace, and whatever question you have been too senior to ask out loud.
What's actually breaking
If any of this sounds like your week.
02
Vendor pitches you cannot decode
Every AI startup is in your inbox. You cannot tell which ones are real, and your team is about to spend $200K on one without your informed sign-off.
03
You can't set a bar you can't see
Your team could be doing twice the work with the right agentic tools. Or they're already at their ceiling. You can't tell which, because you don't yet know what good looks like. And you can't hold a team to a standard you can't picture yourself.
Why this voice, not someone else's
I have been the executive making the call.
Two reasons, and you want both. First, I have been the executive making the call. Not in theory. In four different worlds, which means I have very likely sat in a seat like yours.
Technology
Founder and CEO of Caribu, built from a napkin sketch and sold to Mattel. One of the small fraction of founders who actually exited.
Government
Senior Advisor to the Secretary of the Treasury, as a White House Fellow.
Nonprofit
Executive Director of Teach For America Miami-Dade. My own budget, my own outcomes.
Corporate
General Manager at Mattel, one of the largest toy companies in the world.
The credentials
An MBA from Harvard Business School and a Master's in Public Policy from the Harvard Kennedy School.
Second, and this is the part the AI experts in your feed cannot say: I was a public school teacher. A certified high school teacher who has spent a career in education. I was trained to take something genuinely hard and make it land for the person in front of me. I taught in an underfunded, inner-city classroom. If I could get my students to understand how government and the economy actually work, I can get you fluent in agentic AI.
Knowing this stuff and being able to teach it are two different skills. I am one of the very few people who can do both. That is the whole point.
What the tutoring looks like
Always private. One on one. Built around you.
Built around what your team is working on and what your board keeps asking.
Start with a 3-Hour Agentic Kickstart. One private session. You walk in curious. You walk out dangerous, with the bigger picture and a real sense of how to lead in it.
From there, we keep going however fits. Ongoing access, a standing monthly session, time with your team. We find the right shape on the call.
I also run workshops and present to leadership groups. You are the main focus, but I'm always happy to get your team caught up, too.
Tell me where you actually are. We start there.
The discovery call is a private one on one. No prep, no awkward self-assessment, no quiz. Tell me what your team is working on and what your board keeps asking, and we'll build the tutoring around that. Everything we discuss stays between us.