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AI and the New Economics of Scaling: What Caribbean Businesses Must Prepare For

Executive Summary Artificial intelligence is no longer a distant technology trend. It is becoming a strategic force reshaping how businesses are built, financed, valued, governed, staffed, and scaled. For Caribbean businesses, this shift presents both a major opportunity and a serious competitive risk. A recent World Economic Forum report, produced in collaboration with the Stanford...

The Three-Bucket Doctrine: How Washington Just Re-Drew the Map of Digital Assets, and What It Means for the Caribbean Regulator’s Desk

If Article 1 of this series was the news, this article is the map. The CLARITY Act’s most consequential design choice is the explicit division of all digital assets into three regulatory buckets, each with a defined supervisor. The bucket a token falls into determines who regulates it, what disclosures attach to it, who can...

Secondary Markets and Private Company Liquidity: A Future Opportunity for the Caribbean

Executive Summary Private companies across the Caribbean often represent substantial economic value, but that value is frequently locked inside illiquid ownership structures. Founders, early investors, family shareholders, employees, and private capital providers may hold interests in growing businesses for many years without a clear pathway to realize part of that value. Globally, this liquidity challenge...

The Liquidity Problem in Private Markets: Why Caribbean Businesses Must Plan Earlier for Exits, Valuation and Investor Confidence

Executive Summary Private companies are the backbone of Caribbean economies. They create employment, preserve family wealth, serve local communities, support regional trade, and often represent the largest source of enterprise value for founders and shareholders. Yet many of these companies face a major strategic challenge: illiquidity. A business may be profitable, growing, and valuable on...

The 12-Point Caribbean Resilience Playbook: A Synthesis for Entrepreneurs and Boards

A few days ago, this series opened with a single observation from the Inter-American Development Bank’s 2026 Latin American and Caribbean Macroeconomic Report: that resilience is not immunity. The Caribbean entered 2026 with the strongest external scoreboard in years — sovereign spreads at 209 basis points, inflation largely contained, unemployment near historic lows, currencies appreciating...

Anchored Expectations: How Caribbean Entrepreneurs Should Read the New Monetary Landscape

In Article 6 of this series, I argued that the capital structure which worked in 2021 will not work in 2026 — and that the refinance, the hedge, and the equity raise belong on the next board agenda. This week, the series turns to a less visible but equally consequential question: what does it mean...

Higher for Longer:  Refinancing, Maturity Management, and the New Mathematics of Caribbean Debt

In Article 5 of this series, I argued that Caribbean firms which pre-position their balance sheets for the next risk-off episode will gain market share from those that do not. This week, the series turns to the structural condition that makes that pre-positioning so consequential — the most important shift in the cost of capital...

When Global Risk Turns: Stress-Testing the Caribbean Balance Sheet

In Article 4 of this series, I argued that the critical-minerals window is the most consequential capital-allocation opportunity opening for our region. This week, the series turns to the dynamic that determines whether Caribbean firms can hold and compound the value they capture from such opportunities — or whether they lose it back, painfully and...

Critical Minerals, Critical Choices: What Caribbean Boards Must Decide Now

In Article 3 of this series, I argued that the Caribbean firms that will compound earnings over the next decade are the ones rebuilding their workforce around AI fluency. This week, the series turns from the internal to the external — from talent and productivity to the most important structural opportunity now opening in front...

The AI Skill Premium : Reading the Caribbean Job Market the Way the IDB Reads It

In Article 2 of this series, I argued that the Caribbean’s growth model — built for sixty years on more workers rather than better-deployed workers — has expired. With working-age population growth slowing across CARICOM, productivity is now the only remaining growth lever. This week, the question becomes: which workers, with which skills, will lift...

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