Private AI advisory · for chief executives

The AI decision is yours. The judgement can be borrowed.

Every CEO is now expected to have a view on AI — from the board, from investors, from their own team. Most are forming that view from vendor decks, conference noise, and a direct report who is themselves guessing. The decisions are large, irreversible, and made under time pressure.

I work privately and one-to-one with a small number of chief executives, teaching them what is real, pressure-testing the bet in front of them, and giving them language they can defend in a boardroom — a trusted, technical second opinion that answers to you alone.

On this page:

Does any of this sound familiar?

If two or more of these are true, a few private hours of senior, independent judgement will change the quality of your next decision.

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Your board is asking what your AI strategy is, and the honest answer is that you are still improvising it.

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You are about to commit serious capital to an AI initiative on the strength of a vendor’s promise you cannot independently verify.

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Your team is fluent in the technology but not in the trade-offs — and you suspect “we can build that” is hiding the things that actually cost time and money.

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You can tell the difference between a working system and a demo — in every domain except this one.

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You need to sound credible on AI to your board, your investors, and your largest customers — quickly, and without pretending.

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The cost of moving too slowly now feels as dangerous as the cost of moving recklessly — and no one around you will say which risk you are actually taking.

Shlomo Kashani
Why work with me

Strategic judgement and the ability to see whether the technology is real.

AI forces a board to do two hard things at once — choose the right bet, and judge whether the technology behind it is real. Each usually calls for a different kind of hire, and neither can cover the other’s blind spot. The costly errors hide in the gap between them. I close that gap with board-level judgement and the hands to verify the build, in one person.

My formation is deliberately broad — a master’s in Quantum Physics from Johns Hopkins, a master’s in Digital Signal Processing from Queen Mary, University of London, and the ongoing doctorate at Missouri State — and I have authored two books spanning history and deep learning, most recently open-sourcing a full quantum-simulation framework for Apple Silicon.

I study Defence and Strategic Studies, focused on high-stakes decision-making under extreme uncertainty and compressed time — the exact conditions a CEO faces on AI. I am also the practitioner who builds the systems. I have led AI teams as Chief Data Scientist and Head of GenAI, run GPU clusters for training and inference, and taken machine learning from research all the way into production — including medical-AI systems now in use across hospital systems. In 2025 I won a Gold Medal in the AIMO-2 AI Mathematical Olympiad on Kaggle.

The point of that range is simple. I can hold the strategic frame your board cares about and, in the same conversation, look under the hood of the specific claim in front of you to tell you whether it stands up. Engagements are private, selective, and conducted under NDA. Working with clients internationally.

Ways to work together

Four ways in — from a single decision to a standing relationship.

Every engagement begins with the decision actually in front of you, not a generic curriculum. Pricing below is indicative. The right format depends on your timeline and what is at stake.

01

The Executive Briefing.

From $1,500 · single session

A focused, high-density private session on the one AI decision in front of you — a vendor choice, a build-vs-buy call, a board question you need to answer next week. I prepare against the materials you share in advance, so the time is spent entirely on judgement.

You leave with

A clear recommendation, the two or three things that actually determine the outcome, and language you can take straight into the boardroom. Written follow-up notes included.

Best for

An urgent, well-defined call where one senior, independent opinion would change the answer.

02

The CEO AI Mentorship.

From $6,000 / month · 3-month minimum
Most chosen

A private, one-to-one mentoring relationship for a chief executive who wants to genuinely understand AI and own the decisions it drives. Regular working sessions built around your real decisions as they arrive, plus direct access between sessions when something time-sensitive lands on your desk.

Over the engagement

You build durable judgement in how to read an AI proposal, how to interrogate your own team and your vendors, where the value and the risk actually sit, and how to lead the conversation with confidence.

Best for

A CEO who will be making AI calls for years and wants the judgement to be theirs, permanently.

03

Board & Leadership Briefing.

From $5,000 · half-day, on-site or remote

A private session for your board or executive team to reach a shared, honest understanding of where AI helps you, where it exposes you, and what the next twelve months should look like. Tailored to your industry and your actual position — not a generic keynote.

You leave with

A leadership team aligned on language and priorities, a clear-eyed read of the real risks and opportunities, and a short written brief the room can refer back to.

Best for

Aligning the people around the CEO before a major commitment or a board-level decision.

04

Standing Advisor.

By arrangement · retainer

For a small number of chief executives who want ongoing, on-call access to an independent technical voice — someone to call before the decision lands. A continuous, open-ended relationship that stays with the questions as they arise.

Form

A monthly retainer with defined access, sitting alongside your team without replacing it, and reaching into hands-on technical review where a decision turns on a detail.

Best for

Leaders for whom AI is now a recurring board-level question, not a one-off project.

How it works

Discreet, fast, and built around your decision.

01

Apply

A short note on the decision in front of you and the timeline you are working to. I take on a limited number of private clients, so this is a genuine fit conversation, not a sales call.

02

Scope

A brief, confidential call to confirm the format that serves you — a single briefing, ongoing mentorship, or a standing relationship — and agree terms. Everything is under NDA from the first exchange.

03

Work

We start on the real decision immediately. You get senior judgement and plain answers — and, when a decision turns on a technical detail, someone who can actually look under the hood of the technology.

Background

The full record — the roles, the graduate degrees, the Kaggle Gold Medal, the books and publications — lives on the profile, so this page can stay about the decision in front of you.

Read the full profile →

Apply for a private engagement.

I work with a small number of chief executives at a time. The fastest route to a serious conversation is a short, confidential note describing the decision in front of you and the timeline you are working to. I reply personally.

Apply by email → About Shlomo Kashani