Vol. XI — Fractional Chief AI Officer
    Fractional CAIOTwo Formats

    Your AI executive. Without the full-time hire.

    Embedded AI executive leadership on a monthly retainer — strategy, vendor evaluation, and board-ready guidance.

    A full-time Chief AI Officer commands $300K–$400K+ in total compensation. Most growing companies need that level of strategic AI leadership but can't justify — or find — the hire.

    I embed directly into your leadership team as a Fractional Chief AI Officer: owning your AI roadmap, evaluating vendors, pressure-testing decisions, and ensuring every automation dollar drives measurable ROI. Every engagement runs inside a dedicated workspace on Orchestra (orch.so) — calls, async messaging, documents, and action items in one place. Not a Slack channel. Not scattered emails. A purpose-built operating environment for executive advisory.

    This is not consulting. This is not coaching. This is an executive function.

    IStrategy Intensive
    $750One-time

    A focused 90-minute working session on a single strategic AI decision.

    Format
    • 90-minute 1:1 call, recorded
    • Pre-call brief — you submit the situation in writing
    • Written strategic assessment and action plan, delivered within 24 hours
    • One follow-up question via email, 7 days post-call
    • Full $750 credit toward your first month if you move to the retainer
    This is right for you if…

    You’re evaluating whether to bring on a Fractional CAIO and want to test the working relationship first. Or you have a single high-stakes AI decision — vendor selection, build-vs-buy, board presentation prep, AI readiness assessment — and need a senior operator who’s done this across 100+ businesses to look at it with you. This session is designed as the front door to the retainer, not a standalone product.

    IIFractional CAIO Retainer
    $5,000Per month · Three-month minimum · Limited to 8 clients

    A senior AI executive embedded in your leadership team.

    Format
    • Dedicated workspace on Orchestra — calls, async messaging, documents, and action tracking in one operating environment
    • Strategic calls scheduled as needed — not capped at a fixed number. Most months this is two or three; some months it’s four because something urgent is live
    • Async access between calls — voice memos, deal review, quick decisions. You send a question, I respond same business day
    • 90-day AI strategic roadmap delivered in the first 30 days — where you are, where the highest-ROI opportunities are, and the prioritized execution plan. Updated quarterly
    • Vendor and tool evaluation on an ongoing basis — unbiased assessment of every platform, agent, and integration your company considers
    • One board-ready or leadership-ready deliverable per quarter — AI strategy presentations, ROI models, business cases, or vendor comparisons on request
    • Full access to operating frameworks and SOPs from my playbook
    This is right for you if…

    You’re a founder, CEO, or COO running a company doing $1M–$30M in revenue and you know AI should be a strategic advantage — but you don’t have the internal expertise to separate signal from noise. You need someone who’s deployed AI across 100+ businesses to own the strategy layer so your team can focus on execution. You’re not looking for a consultant who delivers a report and disappears. You’re not looking for a coach who asks how you feel about AI. You want a fractional executive who shows up in your operating rhythm, knows your business, and owns outcomes.

    What this engagement does not include.

    Implementation. I don't build your automations, configure your tools, or write your prompts. That's what AutomateNexus is for — and when you need implementation, the agency is already built to deliver it. The CAIO retainer is the strategy layer. The agency is the execution layer. They work together, but they're separate engagements.

    Unlimited on-call access. Async means responsive within business hours — not 24/7 concierge service. I'm a fractional executive, not a helpdesk.

    Hands-on-keyboard work. I'll tell you exactly what to build, who should build it, which tools to use, and how to measure whether it's working. I won't be the one building it.

    On the Application Model

    I read every application personally.

    Both engagements are application-only. I take on a maximum of eight Fractional CAIO retainer clients at any given time — that's the ceiling for the depth of engagement each one requires.

    If we're not a fit, I'll tell you directly. And where I can, I'll point you to the right resource inside the AutomateNexus ecosystem or elsewhere.

    Applications reviewed weekly · Response within 5 business days