You know AI matters. You do not know where to start. You have tried tools but have not achieved real business results.
Most mid-market companies are stuck in the same place: leadership teams watching AI demos, running small pilots, but with no coherent AI strategy, no installed systems, and no measurable ROI. The window to gain a competitive advantage through AI is open – but it is closing.
What is a Fractional Chief AI Officer?
A Fractional Chief AI Officer (CAIO) is an experienced AI leader who embeds part-time inside your company – providing the strategic direction and hands-on implementation that a full-time CAIO would deliver, at a fraction of the cost and commitment.
Unlike a consultant who delivers a slide deck and leaves, a Fractional CAIO owns the outcome. We install systems. We train your team. We run monthly AI strategy sessions with your leadership. And we measure results – you grow in revenue, save in cost and time, and achieve a decade of results in 3 years or less.
The 10Gen AI OS – What We Install
Our CAIO engagement deploys the 10Gen AI OS — a proprietary operational framework built on the impact of our work since 2021 with industry leaders as well as our own use of AI in our personal and professional lives.
Since AI is constantly changing, the 10Gen AI OS is too evolving with new innovations and possibilities.
Who This Is For
- Dutch, Indian, EU or UK company, €10M–€50M revenue
- 40–250 employees
- Deep industry expertise and ambitious leadership team
- You know AI matters but have not yet achieved real results
- You want a practitioner embedded inside your company – not a theorist presenting frameworks
Why Sumit Gupta
Sumit is not an AI theorist. He is a practitioner – an engineer. He spent 16 years leading engineering teams at Yahoo and Booking.com – building products used by hundreds of millions of people. He builds and runs AI systems daily. The 10Gen AI OS is not a framework he invented in a boardroom – it is a working installation he runs himself, continuously refined.
He has also spent a decade working at the intersection of founder psychology and company performance – understanding that any (not just AI) transformation fails not because of technology, but because of leadership. That combination – practitioner-level AI capability plus deep founder coaching experience – is rare.
Pricing
€10,000–€25,000 per month.
The range reflects company size and engagement depth. We work with a small number of clients at a time, typically 3–5, so availability is limited.
Frequently Asked Questions
How is CAIO different from hiring an AI consultant?
A consultant delivers advice and leaves. We install systems and stay. Our engagement is ongoing – we run monthly AI strategy sessions, coach your team on high leverage leadership moves, iterate on the 10Gen AI OS as your company evolves, and hold accountability for outcomes, not just recommendations.
Do we need a technical team to work with you?
No. The CAIO is specifically designed for companies with non-technical leadership. We handle the technical implementation. Your team needs curiosity and willingness to change how they work – not engineering skills.
How long does the engagement run?
The minimum engagement is 6 months. Most clients run 12+ months as we deepen the AI OS installation and train the team to operate it independently. Some clients move into our long-term Shadow CEO partnership after the initial CAIO engagement.
What does the onboarding process look like?
We start with a discovery sprint: mapping your operations, identifying the highest-leverage AI opportunities, and designing the initial 10Gen AI OS configuration for your company. By week 4-5, the first systems are live.