Kingston, Jamaica — Caribbean & Global Diaspora

Caribbean roots. Global ambition.

Entrepreneur. Strategic Advisor. Community Builder. Investor.

For 19 years, I’ve connected founders, creators, business leaders, investors and governments shaping technology, entrepreneurship and innovation across the Caribbean and its global diaspora.

Today, I leverage that experience, market intelligence and network to help startups, companies, investors and governments unlock business opportunities, strategic partnerships, market access and growth across Caribbean, diaspora and international markets.

My focus spans AI & Data, Fintech, Healthtech, Edtech, Climate Tech and the Creator Economy - sectors creating new opportunities for innovation, investment and economic growth globally.

I also selectively advise, partner with and invest in ambitious founders building companies with the potential to scale across markets.

Ingrid Riley seated on a wooden stool, dressed in black — “Caribbean Future Proofer”, Pitch Cool, UK Magazine.

Work With Me →Book Me to Speak

Years building Caribbean tech

380+

Events produced

35+

Countries & cities

150,000+

People connected

US$10M+

Capital connected to founders

3,000+

Strategic introductions

Advisory clients include

MicrosoftInfoDevEntrepreneurs Across BordersTechstarsFunded StartupsVenture Studios

01 — Work with me

Four ways I help you win.

01

Market Entry + Expansion

Know where to play and how to win. Market intelligence, positioning and go-to-market strategy for organisations entering or expanding across Caribbean and diaspora markets.

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02

Partnerships + Dealmaking

Get to the right people — first and faster. I identify, introduce and broker relationships with partners, investors, companies, governments and decision-makers, from first conversation to signed deal.

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03

Strategic Convening + Curation

Get the right people in the room. I design and curate high-value gatherings, private dinners, executive roundtables, investor forums and curated experiences that bring influential people together to spark meaningful relationships, strategic partnerships and business opportunities.

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04

Intelligence + Opportunity Scouting

See what’s coming before everyone else does. I surface emerging companies, founders, deals, market shifts and opportunities — helping you spot where to partner, invest, build or move next.

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Work With Me →

02 — Speaking

100+ stages. Four continents.
A Caribbean lens on what’s next in business, technology, and opportunity.

Signature topics

The Next Opportunity Is Hiding in Plain Sight

What the Caribbean and its diaspora reveal about overlooked talent, markets and innovation — and how leaders can recognise opportunity before it becomes obvious.

Community Is a Business Strategy

How trusted networks create customers, partnerships, capital and growth. Lessons from nearly two decades connecting founders, investors, companies and governments across borders.

AI, Ambition and the Next Caribbean Economy

How Caribbean companies, creators and institutions can move from adopting AI to building value with it — and what that means for talent, competitiveness and opportunity.

The Future Is Built at the Intersections

Why the next opportunities emerge where technology, culture, wellness and community meet — and how to turn those connections into businesses and brands.

Why Being a Rebel Is a Gift

Thinking for yourself. Challenging the rules. Building without asking permission. How your rebel streak becomes a business advantage — and what it takes, costs and unlocks when you stop trying to fit in.

Book Ingrid to speak →