How It Works
Private Executive AI Coaching gives you room to learn, experiment, and develop your own judgment. Work one-on-one with a principal who gets to know your responsibilities, your questions, and the way you like to learn.
Your responsibilities and interests set the starting point. Bring a decision that needs a clearer view, a recurring task you want to improve, or a tool you are curious to understand.
Your principal helps you choose what to try and how to judge the result. You set the learning pace: take time with a difficult idea, revisit something that has not clicked, or move ahead when you are ready.
Learning should be enjoyable, too. Try an unexpected approach, explore something that interests you, and see what the tools can do with a problem you care about.
When an approach helps, we work out how to use it again. The aim is to build habits that survive a bad week and fit the way you work.
Working together
Bring the work or question that actively has or deserves attention. Your principal combines conversation with hands-on practice: trying an approach, examining the result, and deciding what to do next.
Put the ideas to use on a brief, a forecast review, a difficult message, or something you want to understand. Agree on homework or small projects that fit your questions and pace. Share what you tried and what you checked—written feedback before your next session helps you build on the attempt.
Questions between sessions receive prompt replies, usually within the business day. Urgent questions go directly to your principal. If another person would help, you know who they are and why they are involved—you approve each additional reader before they see your work.
Progress from your starting point
If you are getting started, progress may mean using a tool on your own and knowing how to check its answer. If you already use AI regularly, it may mean improving a demanding workflow or getting clearer about what to delegate.
Understand enough of the tools to try an approach and explain its limits.
Know what evidence you need, what deserves a closer look, and when AI should stay out of the work.
Leave the conversation knowing what to try, revisit, or ask next.
We review progress against the goals you set and the work you can now do. Your AI•DOOM Assessment can provide another point of comparison.
People and privacy
You work with a named human principal and normally stay with that person throughout the engagement. They get to know the decisions you face, the tools you use, and where you want more confidence.
Our tools are your tools.
We are happy to share. We use AI throughout—for research, preparation, notes, and review—and we explain what it can access, where your material goes, and which judgments remain with your principal.
Your agents may talk to ours, too, with your agreement about what they can access and do. Your principal remains accountable for the coaching relationship.
Meet the teamNo. We start with your experience and the work you understand. You need curiosity and a willingness to try things, ask questions, and examine the results. If you already have a strong practice, we can begin with a more demanding question.
Sessions are 50 minutes weekly or 105 minutes every other week, at the same price. We work with your schedule and strongly recommend a consistent time and cadence. Discuss scheduling changes with your principal. You set the learning pace within the six-month engagement.
Tell us. We will discuss what is missing and work with you to address it, including whether a different arrangement would help.
Yes. Private Executive AI Coaching is a six-month contract at $12,000 a month. After month three, you can end the engagement with thirty days’ written notice if the fit is not right or you need to step away. At the end of the contract, you can conclude or discuss an extension month to month or for a further six months.
Yes. The Intensive Day is a full day with a principal at $7,500/day. It can be onsite if you prefer, with travel charged at cost. Preparation and a follow-up call are included.
You choose. Some people prefer to keep the work completely separate from their role; others use an existing executive coaching budget. If your company pays, you arrange its approval. We accept cards and ACH; other arrangements can be discussed. You remain the client either way. The Operating Leverage Session fee is credited to the first month of coaching.
Tell your principal what would make the difference. We can discuss personal execution support through Operating Partner or an Intensive Day, each scoped separately. Company-level projects belong with specialist partners.
Before the conversation
We will send some questions before our session to make the most of our time together. Likewise, we want to hear from you about what great looks like.
Even if you can’t articulate your questions yet—this is all very new, after all—we’d love to know where we’re starting from.
You do not need a deck or a polished brief. If you have not had time to think through the questions, we will begin here together.