FRACTIONAL HEAD OF AI

Your First AI Executive. Without the Full-Time Hire.

For Caribbean businesses ready to build an AI strategy but not ready to hire a Chief AI Officer — Gainpoint provides your Fractional Head of AI: embedded, senior, and accountable for results.

WHAT THIS MEANS

Senior AI Leadership. Part-Time Cost.

Two days per week, embedded in your business. Sets AI strategy, selects tools, manages deployments, trains your team, and reports directly to the CEO or MD. Everything a full-time AI executive does — at a fraction of the cost.

🗺️

AI Strategy Roadmap

A clear, prioritised plan for AI adoption across your business — built around your specific goals, constraints, and Caribbean market context.

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Vendor Selection & Oversight

We evaluate, select, and manage AI tool vendors on your behalf — so you don't buy the wrong thing or get locked into the wrong contract.

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Board-Level Reporting

Quarterly AI performance reports for your board or executive team — in plain language, with ROI numbers, not technical jargon.

THE COMPARISON

Fractional vs. Full-Time AI Executive.

Full-Time Chief AI OfficerGainpoint Fractional Head of AI
Annual costUSD 180,000 – 300,000+From XCD 120,000 / year
Time to hire3 – 6 months2 – 4 weeks
Caribbean market knowledgeRare — most candidates are US/UK-basedNative — T&T, Antigua, Jamaica, Barbados
AccountabilityEmployed — accountable to HRContracted — accountable to CEO on outcomes
FlexibilityFixed headcountScale up or pause as needed
Minimum commitment12 months + severance risk3-month rolling engagement
Board reportingIncludedIncluded
Team AI trainingVariesIncluded
MONTHLY DELIVERABLES

What You Get Every Month.

📅

Weekly Executive Briefing

30 minutes, every week. Focused on decisions, blockers, and the next 7 days. No slide decks. Just clarity.

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AI Strategy Roadmap

Updated quarterly with progress against milestones, new priorities, and a rolling 90-day action plan.

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Vendor Management

We own the relationship with your AI tool vendors — evaluation, negotiation, onboarding, and performance review.

📊

Quarterly Board Report

A plain-language AI performance report for your board: what was deployed, what it cost, what it returned, what's next.

🎓

Team AI Literacy

Structured capability building for your staff — so your team can work with AI tools confidently, not fearfully.

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Deployment Oversight

Direct management of any active Agentic Workforce or Data Science projects running in your business.

HOW IT WORKS

Three Phases. Compounding Results.

Month 1–2

Diagnose & Strategise

  • Complete AI Audit if not already done
  • Map current technology stack and data assets
  • Set 90-day and 12-month AI strategy
  • Identify and brief the first deployment
Month 3–6

Deploy & Measure

  • Launch first Agentic Workforce deployment
  • Establish baseline metrics and ROI tracking
  • Begin team AI literacy programme
  • First quarterly board report delivered
Month 6+

Scale & Compound

  • Second and third deployments launched
  • AI embedded in core business processes
  • Team operating AI tools independently
  • Measurable ROI visible in board reporting
IS THIS RIGHT FOR YOU?

We Only Take On Engagements We Know We Can Move.

Good fit

  • 50–500 staff, Caribbean-based
  • CEO or MD ready to act on AI strategy
  • At least one manual process costing 20+ hours/week
  • Willing to give AI leadership 2 days/week access
  • 3-month minimum commitment
  • Budget for XCD 10,000+/month

Not the right fit

  • Under 10 staff (start with an AI Audit instead)
  • No executive sponsorship for AI
  • Looking for a one-off report with no follow-through
  • Expecting results without internal change
  • Not willing to invest in team capability building
  • Needs a full-time on-site resource
WHO LEADS THIS
👤

Kerilius Leslie

Founder, Gainpoint Intelligence Ltd

Senior Project Manager and Data Scientist. Former lead on a national AI governance programme (Ministry of Public Administration & AI, Trinidad & Tobago). UNDP and UNESCO partnership experience. Based between Trinidad & Tobago and Antigua & Barbuda.

When you engage the Fractional Head of AI service, you work directly with Kerilius — not a junior consultant or account manager.

Senior PMData ScientistNational AI Programme LeadUNDP PartnerUNESCO EngagementCaribbean-native
FAQ

Common Questions.

⚠ Limited to 2 clients at any time

Apply to be assessed for fit.

We only take on engagements we know we can move. The application is a 10-minute conversation to confirm mutual fit before we commit.

From XCD 10,000 / month · Minimum 3-month engagement