Andrea Perez-Sobers
Senior Reporter
andrea.perez-sobers@guardian.co.tt
For decades, the Caribbean has exported its brightest minds and most promising startups to foreign jurisdictions.
Rawle Annandsingh, Director of the Founder Institute Caribbean, in an interview with the Sunday Business Guardian, said that global venture capital has increasingly shown interest in Caribbean entrepreneurs, but the conditions attached to that capital often force them to uproot, reincorporate abroad, and build elsewhere.
He cited three companies from Jamaica—HeadOffice, GroceryList and Cyphr—and one from Brazil, Salvy, that were required to incorporate in the US in order to receive US-dollar funding.
Annandsingh’s own experience underscores the urgency of the effort. His previous startup, called Tychon, was accepted into Techstars, a major US-based accelerator in 2022, but access to that capital came with a steep cost. In order to achieve US$120,000 in startup funding, he had to shut down his Trinidad-registered company and re-incorporate as a US Delaware C-Corp, effectively removing both the company and its capital from the Caribbean economy.
The result, he said, is a devastating cycle of brain drain, capital flight, and lost economic opportunity, and while the region invests heavily in education and entrepreneurial development, it consistently fails to retain the businesses and ideas it helps create.
That dynamic, Annandsingh said, is being directly challenged by the launch of Founder Institute Caribbean, a regional chapter of the world’s largest pre-seed startup accelerator, which is backed by a global network that spans over 100 countries and more than 200 cities. The Caribbean chapter aims to build high-growth, globally investable companies without forcing them to leave the region.
He sees this as a pivotal inflection point for the region’s innovation economy.
The institute’s inaugural cohort launches on October 28 and already includes startups from Trinidad and Tobago, Barbados, Jamaica, the Dominican Republic, Puerto Rico, and Colombia. The goal is simple but ambitious: create a regional innovation ecosystem that can rival those in Latin America and Southeast Asia and bring foreign investment directly into Caribbean economies, rather than extracting it.
He highlighted that most international investors in the region, especially from the US and Canada, actively encourage or require Caribbean startups to relocate or re-register in foreign jurisdictions.
“In many cases, the investment dollars never touch regional banks or economies. Caribbean founders are stripped of their local corporate identity before they receive their first cheque,” Annandsingh outlined.
He said this is where the Founder Institute Caribbean is seeking to reverse that trend by creating a pathway for startup growth that stays rooted in the region.
The 14-week accelerator is virtual and geographically agnostic, allowing founders from anywhere in the Caribbean and Latin America to participate. The registration fee for the event is US$399,
“But the intent is deliberately regional: to position the Caribbean as a unified market large enough to attract venture capital without needing to operate through foreign shells.”
Applications for the first cohort close on October 11, and the director indicated that the programme is designed to accommodate founders at different stages of development, whether they’re entering with just an idea or already have a minimum viable product in-market.
“By tailoring its support structure to meet each startup where it is, the Institute is aiming to dramatically improve the speed, structure, and success rate of startup launches in the region.”
Critically, he said graduates of the programme gain access to the Founder Institute’s global venture network, which includes over 1,000 angel investors and venture capital firms.
The most promising graduates, Annandsingh highlighted, may also receive direct investment from the accelerator’s own fund, Founder Capital, which targets the top 0.5 per cent of startups emerging from its global cohorts.
Further, the director noted that while the institute is industry agnostic, its model demands a growth-oriented, technology-enabled approach. It is not designed to support lifestyle businesses or traditional “mom and pop” operations.
He said, instead it targets founders aiming to build scalable ventures that can compete for capital on the global stage.
Already, he said the inaugural Caribbean cohort includes a range of ventures, including Soka Mocktails, a beverage company founded by a Trinbagonian entrepreneur now based in Atlanta. “While the product itself is physical, the founder’s use of technology in her production, distribution, and go-to-market strategy is what made the startup a fit for the accelerator,” he explained.
Annandsingh emphasises that technology doesn’t just mean apps or Artificial Intelligence; it’s about applying systems, software, and digital processes to scale faster, smarter, and further. It’s also about accessing international markets and operating efficiently in the face of one of the region’s most persistent obstacles: foreign exchange friction.
Forex crunch
He stressed that the inability to move money across borders quickly and affordably continues to suffocate regional business growth, and Caribbean founders face daily challenges paying international suppliers, subscribing to global platforms and receiving international payments.
“In many jurisdictions, foreign exchange access is restricted, delayed, or overpriced. These systemic inefficiencies cripple startups that are otherwise globally competitive.”
To address this, Annandsingh is advocating for the adoption of stablecoins across the Caribbean, not speculative cryptocurrencies, but regulated, fiat-pegged digital currencies that could eliminate the delays and costs associated with cross-border payments.
He is calling for regional governments and Caricom bodies to move toward the creation of a Caribbean stablecoin, backed by central banks and interoperable across jurisdictions.
In his view, any meaningful support for innovation must include investment in financial infrastructure that reflects the demands of modern business. While some national efforts, such as T&T’s exploration of digital cash, are underway, Annandsingh warns that unless these initiatives scale beyond domestic borders, they will fail to meet the needs of globally-minded startups.
His recommendations for the upcoming national budget and for Caricom policy more broadly are unambiguous: fund the ecosystem, fix the infrastructure and legislate for scale.
He said that means tangible financial support for ecosystem builders: accelerators, incubators, venture studios, and technical hubs that nurture early-stage founders. Without them, the region’s talent pool is left without structure, mentorship, or access to capital.
He mentioned that this means updating legislative and regulatory frameworks to support stablecoin (cryptocurrency) adoption, cross-border payments, digital identity systems and startup-friendly tax codes.
Globally, Annandsingh stated that startup ecosystems are seen as critical drivers of economic diversification, job creation, and export growth. In markets like Kenya, Vietnam and Colombia, State-backed initiatives are now closely integrated with private accelerators to scale local tech sectors and he argues that the Caribbean needs to follow suit quickly.
Failure to act, he lamented, will only prolong a pattern that has already cost the region billions in lost GDP, intellectual property and tax revenue. Every startup that exits the Caribbean before it scales is another missed opportunity to generate employment, foreign exchange and industry leadership within the region itself.
“For now, Founder Institute Caribbean is moving forward, building momentum, onboarding mentors, and recruiting founders. The long-term vision is to run two cohorts per year, graduating 80 startups annually, with the aim of creating a pipeline of investment-ready, region-rooted companies that can compete globally,” the director said.
He added that the Caribbean can no longer afford to lose its best founders to foreign jurisdictions. It can no longer afford to let its capital and creativity be extracted before it compounds. And it can no longer afford to think small.
“The startup exodus must end. The innovation economy must begin, and it must begin here.”