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Backup is Not Recovery: What Continuity Actually Costs the Caribbean SMB — and Why Most Firms Pay for the Wrong Thing

May 19, 2026by Dr Dawkins Brown

Almost every Caribbean SMB will tell you it has backups. Very few have ever successfully restored one. This article is about the gap between those two states — which is where most Caribbean SMB exposure actually lives — and about the operational disciplines that close it. It is the fourth article of Pillar 2 of...

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Regulatory Fragmentation as a Scaling Tax: Why the Caribbean Needs a More Integrated Business Environment

May 13, 2026by Dr Dawkins Brown

Executive Summary The Caribbean has no shortage of entrepreneurial talent, business ambition, sector opportunities, or regional potential. Yet many companies that succeed in one Caribbean market struggle to expand efficiently across the wider region. The reason is not always lack of demand or lack of vision. Often, the challenge is structural: regulatory fragmentation. A...

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Boards, Risk and Resilience: Strengthening Governance for a More Uncertain Caribbean

May 13, 2026by Dr Dawkins Brown

Executive Summary The Caribbean is operating in a more uncertain business environment than at any point in recent memory. Economic volatility, inflationary pressure, geopolitical disruption, cybersecurity threats, climate-related shocks, foreign exchange pressure, supply chain fragility, talent shortages, and accelerating technological change are all reshaping the landscape in which businesses, investors, regulators, and boards must operate....

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

May 12, 2026by Dr Dawkins Brown

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...

From Start-Up Culture to Scale-Up Architecture: The Caribbean’s Next Innovation Challenge

May 12, 2026by Dr Dawkins Brown

Executive Summary Across the Caribbean, entrepreneurship is widely celebrated. Governments, universities, business incubators, accelerators, chambers of commerce, development agencies, and private-sector leaders have all encouraged start-up creation. This is positive and necessary. However, the next stage of Caribbean economic transformation requires more than start-up activity. It requires scale-up architecture. A start-up culture helps people launch...

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

May 10, 2026by Dr Dawkins Brown

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...

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

May 10, 2026by Dr Dawkins Brown

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...

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The Productivity Imperative: Why Caribbean Firms Cannot Grow Through Headcount Anymore

May 10, 2026by Dr Dawkins Brown

Last week, in the opening article of this series, I argued that the Caribbean has built genuine resilience but is operating with thinning buffers. Several readers wrote to me afterwards with a related question: where, exactly, will Caribbean growth come from in the next decade if the macro tailwinds keep fading? The answer is in...

After Twin Peaks: A Caribbean Capital Market Worthy of International Capital

May 4, 2026by Dr Dawkins Brown

Eleven articles have set out the case for Twin Peaks, the international evidence base, the legislative reform package, and the operational readiness work the next twelve months require. This closing article steps back and addresses the question that gives the transition its meaning: what is all of this for. The answer cannot be the cutover...

Boardroom Readiness for Twin Peaks: Twelve Months to Build What the New Regime Will Require

May 4, 2026by Dr Dawkins Brown

The shape of the work The boardroom readiness work for Twin Peaks divides into five categories. Each category contains several sub-streams. The categories are governance, supervisory engagement, control functions, management information, and people. They are interlocking rather than sequential. A board that prioritises governance and defers supervisory engagement will discover during the first post-cutover supervisory...

Backup is Not Recovery: What Continuity Actually Costs the Caribbean SMB — and Why Most Firms Pay for the Wrong Thing

Regulatory Fragmentation as a Scaling Tax: Why the Caribbean Needs a More Integrated Business Environment

Boards, Risk and Resilience: Strengthening Governance for a More Uncertain Caribbean

From Start-Up Culture to Scale-Up Architecture: The Caribbean’s Next Innovation Challenge

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

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

The Productivity Imperative: Why Caribbean Firms Cannot Grow Through Headcount Anymore

After Twin Peaks: A Caribbean Capital Market Worthy of International Capital

Boardroom Readiness for Twin Peaks: Twelve Months to Build What the New Regime Will Require

June 3, 2026Board Minutes and Tax Substance: Why Documentation Can Make or Break a Holding Company Structure

June 3, 2026When Is a Holding Company a Conduit? Understanding Beneficial Ownership and Anti-Avoidance Risk

June 3, 2026Substance Beats Formality: What the Milan Tax Court’s Luxembourg Holding Ruling Means for Cross-Border Tax Planning

June 1, 2026The Hidden Systems Challenge of IFRS 20: Why Data, Controls and Audit Readiness Matter

June 1, 2026IFRS 20 and EBITDA: Why Lenders, Investors and Boards Must Pay Attention

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