Home | The Island Legacy Project
A 501(c)(3) nonprofit organization · EIN 39-2929694 · Donations are tax-deductible Donate to the Rooted to Rise Fund
Empowering the Caribbean Diaspora Through Technology

Closing the AI Workforce Gap for Caribbean Talent

The Island Legacy Project equips Caribbean-born residents and the U.S. Caribbean diaspora with AI literacy, workforce training, and real pathways to higher income. Not just education. Economic outcomes.

13%of Caribbean adults use generative AI today
55%do globally. That gap is the opportunity.
The Core Mission

We Build AI-Ready Talent. Full Stop.

We close the AI skills gap through targeted workforce training, mentorship, and employer connections, creating pathways that lead to real income and opportunity for Caribbean communities.

Caribbean-born individuals First-generation professionals Career transitioners Entrepreneurs Young people ages 15 to 24

What sets us apart

Economic outcomes first. Every program is designed around one goal: placing Caribbean talent into higher-income roles, faster.

AI-ready curriculum. We do not teach yesterday's skills. Our training is built for the economy that is arriving, not the one that is leaving.

Community-centered design. Built with Caribbean communities, not just for them.

Flagship Program

The AI Workforce Accelerator™

A 12-week, cohort-based program that turns motivated learners into AI-enabled professionals. This is not a free online course. It is a structured, facilitated transformation experience.

  • ✓ChatGPT and AI tool proficiency
  • ✓Automation and workflow systems
  • ✓Resume and portfolio building
  • ✓AI-enabled business models
  • ✓Employer partner network
  • ✓90-day post-program coaching

Your 12-week transformation

01

Foundation

Weeks 1 to 3: digital foundations and AI literacy.

02

Core Training

Weeks 4 to 7: applied AI skills and workflow automation.

03

Positioning

Weeks 8 to 10: career and business positioning.

04

Launch

Weeks 11 to 12: launch, placement, and the alumni network.

Join the Next Cohort Limited seats per cohort. Applications reviewed in the order received.
Rooted to Rise Fund

Invest in Generational Change

When one person in a family gains digital skills and builds a business, the whole community benefits. Your gift to the Rooted to Rise Fund powers training, coaching, and opportunity for Caribbean talent.

Donate Now

The Island Legacy Project is a 501(c)(3) nonprofit organization. All donations are tax-deductible to the extent permitted by law.

Campaign Goal
$50,000

Our goal for the Rooted to Rise Fund by December 31, 2026, fueling the next cohorts of the AI Workforce Accelerator and the community programs around them.

Be one of the founding donors of a movement: Caribbean talent, thriving globally.

Where We Are Headed

Our Targets, Stated Plainly

Ambition you can hold us to. These are the outcomes our program is engineered to deliver.

60-70%

Job placement target, within 6 months of graduation

500+

Participants trained annually, by year three

2x+

Income growth target, within 12 months

1 in 3

Graduates expected to launch a business

These are program targets grounded in our program design, industry benchmarks, and cohort feedback. We will publish verified outcomes as our cohorts graduate.

More Programs

Additional Offerings

Entrepreneurship

Business Development

From idea to launch: learn how to build and grow a business using AI-centric applications.

  • Business planning
  • Digital marketing
  • AI business tools
  • Revenue strategies
Skills Building

Digital Skills Foundation

Master the essentials and step confidently into the digital economy.

  • Computer basics
  • Productivity tools
  • Internet and email
  • Digital communication
How It All Connects

One Ecosystem, Built for Outcomes

We do not operate in isolation. We build systems that move people forward.

01

Community

Engaging 500+ individuals annually across the diaspora.

02

Training

Structured AI workforce programs with live facilitation.

03

Talent

Job-ready graduates from every cohort.

04

Employers

Hiring partners ready for AI-ready talent.

05

Economic Growth

Measurable income and placement outcomes.

We measure success by transformation, not participation.

Corporate Sponsorship

Invest in the Workforce of Tomorrow

Sponsoring the Island Legacy Project is not philanthropy. It is a strategic investment in workforce development, talent pipeline access, and measurable economic impact.

Entry Tier

Access Sponsor

$10,000

Step into the ecosystem and connect with emerging AI-ready talent.

Strategic Impact

Community Sponsor

$25,000

Fund community programming with visible, named impact.

High Visibility

Workforce Sponsor

$50,000

Power a full cohort and gain direct pipeline access.

Where every dollar goes 65% direct program delivery · 20% participant support · 15% infrastructure and growth
✦
Participant Stories

Real Stories Are on the Way

Our first cohorts are the story. As graduates step into new roles and launch new businesses, their journeys will live here, told in their own words.

Get Involved

There’s a Place for You in This Story

Apply to the Program

Join the next AI Workforce Accelerator cohort and change your trajectory.

Start your application →

Partner With Us

Connect your organization to a pipeline of AI-ready Caribbean talent.

Explore partnership →

Donate to the Fund

Fuel the Rooted to Rise campaign and the cohorts it makes possible.

Make your gift →
Questions about programs, partnerships, or giving? Write to us: [email protected]