Executive AI Coaching · Montréal · Est. 2025

    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.

    Format60 min intake + 90 min session
    WhereRemote · Montréal · NYC
    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 60-minute intake to learn how you spend your time. A 90-minute working session, 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.

    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

    Three movements, one outcome.

    01
    Intake

    Understand the work

    A real working conversation.

    Sixty 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.

    60 minutes
    02
    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
    03
    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. One afternoon. 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. When you're ready to bring it to a leadership team or design custom AI solutions across the organization, we work with companies on extended engagements.

    Discuss a team engagement
    One-on-One Intensive
    US $1,250
    Intake + training + two-week follow-up
    1. i90-minute intake to map your role, your priorities, and where AI most plausibly applies.
    2. ii90-minute live training built around your actual files, drafts, and decisions.
    3. iiiCustom templates, session recording, and a written summary of what we built.
    4. ivTwo weeks of email follow-up while you put it to use.
    Book your session
    03  /  About

    Meet your coach.

    I'm Sacha Windisch. 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.

    Sacha Windisch
    04  /  Recent writing

    Notes from the practice.

    Before You Sell
    AI & Business31 Mar 2026 · 7 min read

    Before You Sell

    If you're running a traditional business and getting ready to sell: don't. Not yet. Build AI into your operations first. Go to market as an AI-powered business. The difference in valuation is not marginal.

    Read essay
    05  /  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.

    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 60-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.