Executive Coaching & Advisory

    Executive Coaching & Advisory

    Rebuild your organization to be AI-native, collapse the cost of coordination, and give your team superpowers. Speaking and advisory for leaders who want a step change, not another pilot.

    Craig Kitterman
    Your advisorCraig KittermanFounder, SalishIQ · CTO, WindowEdge AI LinkedIn

    Over the past year Craig co-founded and built WindowEdge AI as an AI-native company from day one, not a traditional org with AI bolted on. He works at the frontier of AI-native organization design, agentic AI strategy, and AI engineering, helping teams rebuild how they actually run. The throughline of every engagement is the same: give your team superpowers.

    AI-native org designAgentic AI strategyAI engineering
    The shift

    It is not an AI problem. It is an operating model problem.

    The biggest unlock in agentic work was never code generation. It was the collapse of coordination cost. When shared context is everywhere, alignment is almost free, and that buys speed incumbents cannot match.

    The old operating model

    Held together by memory.

    • Context trapped in inboxes, spreadsheets, and people's heads.
    • Settled questions re-litigated meeting after meeting.
    • Lessons lost in a postmortem nobody reads.
    The AI-native operating model

    Compounding every week.

    • Deep shared memory across decisions, customers, and tradeoffs.
    • Coordination cost collapses, so alignment is almost free.
    • Every fix feeds back, so the system improves in real time.
    On stage

    Where to catch Craig next.

    Upcoming keynotes, talks, and workshops. Come find us and say hello.

    Keynote

    Extreme Leadership Workshop

    Aug 19-20, 2026 Grosso University Campus, Windsor WI

    Craig joins Grosso University's two-day Extreme Leadership Workshop for home improvement owners and executives, with a keynote on building AI-native companies that out-execute the field.

    Hosted by Grosso UniversityGet tickets
    Work with Craig

    Two ways in.

    Speaking and keynotes

    Talks and workshops on AI-native organizations and agentic strategy, tuned to your industry and your stakes. Your team leaves with a concrete picture of what to build first.

    Executive advisory

    A hands-on engagement to map where coordination cost is leaking, sharpen the AI investments you have already made, and stand up an operating model that compounds rather than one that needs constant heroics.

    Advisory FAQ

    What leaders ask us.

    How do I work with Craig?

    Two ways. Craig takes on a small number of executive advisory clients on retainer, and he does focused per-engagement work for the moments that matter most. When something needs building, the SalishIQ team takes it on as a separate services engagement.

    Does Craig speak and run workshops?

    Yes. Craig is an AI keynote speaker and runs paid corporate workshops on AI-native organizations and agentic strategy, tuned to your industry and your stakes. Your team leaves with a concrete picture of where to invest first, not just inspiration.

    What does an advisory engagement actually do for us?

    It maps where coordination cost is leaking, sharpens the AI investments you have already made, and stands up an operating model that compounds instead of one that needs constant heroics. The point is leverage your team can feel, not a slide deck.

    What does it mean to be an AI-native organization?

    It means rebuilding how your company runs so shared context lives everywhere, not in inboxes and people's heads, with heavy use of agentic tools and automation handling the work in between. When coordination cost collapses, alignment becomes nearly free, and that buys a speed incumbents cannot match. It is an operating model change, not a tool you bolt on.

    Who is this for?

    Leaders who want a step change in how their organization runs, not another stalled pilot. We work with executive teams that have invested in AI and are not seeing the leverage they expected.

    Can your team build what Craig recommends?

    Yes. Advisory with Craig and delivery by the SalishIQ team are separate but connected. Craig sets the direction, and the team can build, deploy, and operate the automation as a services engagement when you want hands on the keyboard.

    Work with Craig

    Give your team superpowers.

    Tell us where coordination cost is leaking. We will map the first moves to rebuild how your organization runs, and stand up an operating model that compounds.

    Speaking and executive advisory · Seattle and remote