Fractional Chief AI Officer · Healthcare, Legal, Insurance, Finance
I’m a fractional Chief AI Officer who has built HIPAA and SOC 2 Type II systems from scratch. I don’t hand you a roadmap and leave — I ship AI your auditors will sign off on.
The Problem
Most AI consultants resolve that tension by ignoring half of it.
The strategy firms deliver a deck, bill six figures, and never touch a keyboard. Eighteen months later, nothing is deployed.
The dev shops ship fast and treat compliance as someone else’s problem. In your industry, that’s not a shortcut — it’s a liability.
The AI tools your staff already use in secret are the worst of both: unsanctioned, unaudited, and moving your data somewhere you can’t see.
If you handle PHI, privileged documents, claims data, or client financials, you don’t need an AI evangelist. You need an executive who has shipped inside your constraints before.
The Differentiator
Most fractional Chief AI Officers advise. I’ve spent 15+ years as the person who ships:
Strategy firms can’t do this. Dev shops won’t own it. That’s the gap this practice exists to fill.
How It Works — The S.A.F.E.™ Cycle
Every engagement runs the same disciplined cycle. At day 90, you decide: scale, continue, or stop. That’s in the contract.
Governance baseline, data-risk map (PHI, privilege, PII), AI usage policy your counsel can approve, and use cases ranked by ROI — not by novelty.
I build. One to two live workflow automations deployed in a controlled environment, inside your compliance boundary, measured against defined KPIs.
Audit trails, SOPs, access controls, and documentation. The difference between “we use AI” and “we can prove how we use AI.”
CFO-ready ROI report: hours recovered, dollars saved, risks retired. Then the proof-or-pause decision — yours, not mine.
Engagements
Fixed fees. No hourly billing. Limited to two concurrent clients to keep an executive, not an agency, on your account.
2–3 weeks · The entry point
Every other consultant’s assessment ends with a report. Mine ends with a report and one live automation already running in your business. You get:
$12,000
The flagship · S.A.F.E.™ Cycle
I operate as your Chief AI Officer: governance ownership, executive reporting cadence, and 2–3 deployed workflow automations per cycle. Includes the proof-or-pause clause — at day 90, leadership reviews the ROI report and decides whether to continue. You only keep paying when the numbers justify it.
$24,000
per 90-day cycle
For teams with internal builders
Your team executes; I provide the operating cadence, governance guardrails, architecture review, and a senior voice in vendor and security decisions. Monthly executive session + async access.
$4,500
/month
Proof
As VP of Engineering, took a telemedicine platform from zero to serving over three million minutes of care monthly — architecture, team, compliance posture, and uptime included.
Led development and enterprise onboarding for an AI-assisted medication-adherence platform. Personally converted skeptical clinicians at Epic-based health systems and specialty pharmacies by proving the time savings in their own workflow.
Designed and built compliant systems from scratch — controls, evidence, audit — while shipping product on early-stage timelines. Compliance and velocity are not opposites when the architecture is right.
Company names withheld under confidentiality.
From long-term client relationships across a 15+ year career building for businesses.
“The biggest benefit Jason brings is I can always count on him to find a solution for any problem I throw at him. He considers the needs of the client... he thinks beyond the task at hand.”
“Other developers I have worked with have been ‘order takers.’ Jason brings a collaborative approach — he is a true extension of our team.”
“If you’re looking to invest with somebody as a partner, and not a vendor, get off the fence and dive in with Jason Lee.”
“Before hiring Jason, our company was with a big-name firm for over a year — long delays, untrackable astronomical billing. Jason saved our company thousands and improved our product presence three-fold. Honest and simple billing, unmatched speed and quality.”
Right fit
Organizations in healthcare (specialty pharmacy, MSOs, home health, digital health), legal, insurance, and financial services. You have real workflow pain, real data sensitivity, and an executive who owns the decision.
Wrong fit
You want a chatbot on your website by Friday. You want AI strategy with no intention to deploy. You want the cheapest option — there are 10,000 of those on LinkedIn.
Yes — with the right architecture, BAAs, and controls. Getting this wrong is the most expensive AI mistake in regulated industries; designing it correctly is the first thing I do in every engagement.
A full-time CAIO runs $300K+ before equity, and at 50–250 employees you don’t need one full-time. You need the function: governance, prioritization, and deployment discipline. That’s what this is.
You get a CFO-ready ROI report and a decision: scale, continue, or stop. No auto-renewal, no sunk-cost creep. If the numbers don’t justify continuing, we stop — and you keep everything built.
You do. Code, documentation, policies, and prompts transfer to your team. The engagement is designed to make you capable, not dependent.
Yes, and I’m based in the Raleigh–Durham area — for Triangle-area organizations, I’ll be in your office, not on your screen.
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No pitch deck. Thirty minutes on your workflows, your risk surface, and whether this is a fit. If it isn’t, I’ll tell you who to call instead.