Executive AI Coaching

    Practical AI fluency,
    built around the work you actually do.A two-part working session for executives. Tailored to your role, your industry, the decisions on your desk.

    Your time3 hours total. Two sessions, one week apart.
    WhereRemote · In person upon request
    LanguagesEnglish · Français
    Background
    MITAI Product DesignMcGillKearneyCognizantCantor Fitzgerald
    01  /  Approach

    Built for one executive at a time.

    You need a clear read on what AI can do for the work in front of you. The meetings. The memos. The decisions you own. The team you lead. A short list of capabilities worth your next quarter, and the discipline to ignore the rest.

    That's what this session is. A 90-minute intake to learn how you spend your time. A 90-minute bespoke training, one on one, with the systems applied to your material. A two-week tail of follow-up so the work compounds after the call.

    Deliberately small. Deliberately quiet. Built for people whose time is the constraint.

    We work on one or two situations from your real work. That is the vehicle. What you take away are transferable skills: how to frame a problem for a model, what to hand it, where its limits are, how to judge the work it gives you back. Once learned, they serve you well beyond the cases we worked on together.

    The gap between executives who can think with AI and those who can only talk about it widens every quarter. It closes faster than most people expect. Usually in an afternoon, with the right starting points.
    02  /  Process

    Four movements, one outcome.

    01
    Intake

    Understand the work

    A real working conversation.

    Ninety minutes to learn your role, your team, the decisions you own, and where AI keeps showing up at the edges. I do the homework before we meet.

    90 minutes
    02
    Between sessions

    I build the second session

    Time to study your material and design the training.

    After the intake I ask for what shows me how you really operate: your documents, your data, the context behind your decisions. I leave a week between the two sessions to think through what we discussed and build the training on that material. The second session runs on your operational reality, with your own data on screen.

    One week between sessions
    03
    Bespoke Training

    See it on your material

    Hands on, one screen open.

    Ninety minutes, just the two of us, with the tools applied to your actual files, drafts, and questions. We cover the fundamentals you'll use, in the order you'll use them.

    90 minutes
    04
    After

    Leave with something concrete

    A written record, and a tail.

    A written summary of what we built. A small set of custom templates calibrated to your work. The session recording. Two weeks of email follow-up while you put it to use.

    Two weeks
    The Session

    One person. Two sessions. Different work the next morning.

    A single, complete engagement for executives who have decided to stop circling the topic and get to work.

    For teams

    Your individual session is often the first step. Team programs and company-wide AI work are done through Exponential Partners.

    Visit Exponential Partners→

    Also:coaching for senior leaders·for CEOs·for small-business owners·in Montréal

    3-Hour Executive AI Program
    CAD $2,300
    Three hours of your time. Built on your operational reality.
    1. i90-minute intake to map your role, your priorities, and where AI fits your actual workflow.
    2. iiOne week between sessions, so I can prepare the training on your own documents and data.
    3. iii90-minute live training built around your files, your drafts, your decisions.
    4. ivCustom templates, session recording, and a written playbook of everything we built.
    5. Two weeks of email follow-up while you put it to use.
    Book your session
    03  /  In their words

    What executives say after the session.

    Sacha, you've saved me more time than anyone in my life.
    Founder, industrial vehicle rental company
    I know a lot about AI. I invest in AI. I read about it all the time. But I'm just not really effective at using it. That's why I'm so excited to do this.
    Founder, investment firm
    There are people in my office who use it with much more dexterity than I do. It's creating a talent gap. So I'm very grateful we're doing this.
    Senior legal executive
    Just the basic setup, giving proper instructions, that's something I wasn't doing.
    CFO, SaaS company
    It opened my eyes to what's actually possible, and how to work with it.
    CFO, SaaS company
    You've given me a real toolkit to start with. I think it'll change a lot of how I operate.
    Senior legal executive
    04  /  About

    Meet your coach.

    I'm Sacha Windisch, founder of Inference Associates and co-founder of Exponential Partners, where I serve as a Forward Deployed Engineer. Twenty years helping organizations work through transformation. Global financial institutions. Early-stage startups. Finance, retail, real estate, consumer products.

    Most recently I completed MIT's AI Product Design program, then spent a year working with the current generation of AI systems end to end. Writing with them. Building with them. Breaking them. I came out convinced that the capability already exists to materially change how executives work. The bottleneck is almost entirely about which capabilities to invest in, and which to ignore.

    This practice is the answer I would have wanted. One person, working with one executive, on the work in front of them.

    MITAI Product DesignMcGillKearneyCognizantCantor Fitzgerald
    Sacha Windisch
    05  /  Recent writing

    Notes from the practice.

    The Data Center Next Door
    AI & Business8 Sep 2026 · 5 min read

    The Data Center Next Door

    Paul Lipinski asked me about data centers on the radio last week. His listeners were calling in with the same three fears: the well runs dry, the power bill jumps, the town gets nothing. Fair questions. Here are the numbers I wish I'd had time for on air.

    Read essay→
    06  /  Questions

    Before you book.

    No. The session is built for business leaders. I translate AI capabilities into business terms and focus on practical application. What to use, when to use it, what to ignore.

    Montréal. Virtual sessions worldwide. In person across Montréal, the rest of Canada, and the US. Your office, a co-working space, wherever works. For team workshops or special engagements, I travel internationally. English and French.

    Yes. This is built for immediate use. You'll leave with two or three things you can put into practice the same week. Often the same day. The whole point is to show you where AI saves you time, then get out of your way. And because what you learn is a transferable skill, it applies to work we never touched in the session.

    You could. You'll spend twenty hours sorting through generic advice that may or may not apply to your industry, your workflow, your business. I've done that filtering already. In ninety minutes you get a tailored roadmap, see tools used on real examples from your work, and skip the common mistakes that cost months.

    Courses are one to many. This is one to one. Every minute is calibrated to your role, your industry, and your workflow, with AI applied to real problems from your business. You leave with a recording, notes, and a personal action plan you can refer back to.

    Completely confidential. Anything we discuss stays between us, full stop. A private working session.

    A session recording, a written summary with key takeaways, custom templates tailored to your work, and two weeks of email follow-up for anything that comes up while you're putting it into practice.

    Nothing. During the 90-minute intake we cover your role, your priorities, and where AI most plausibly fits. I do the preparation between sessions. You show up ready to talk about your work.