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A 90-Day Digital Tax Readiness Plan for Caribbean Groups

A group that starts in October 2026 can finish a disciplined readiness programme before Jamaica’s planned digital tax commencement in early 2027. Here is what each month should deliver, who owns what, and how the board will know it worked. Executive summary Digital tax readiness is not a legal memorandum. It is an owner, a...

Dawgen Frameworks & Series Economy & Markets IT & Digital Transformation

What Digital Tax Means for Tourism and Creative Services

October 4, 2026by Dr Dawkins Brown

Hotels, villa owners, musicians and filmmakers are paid through platforms that net off commissions, refunds and foreign tax before any cash arrives. The deposit is not the revenue, and the tax answer starts with who supplied what to whom. Executive summary Tourism and the creative industries are the Caribbean’s most visible exports, and both now...

Audit & Assurance Board & Governance Business Development & Entrepreneurship IT & Digital Transformation Risk & Compliance Tax

What Digital Tax Means for Caribbean Retail and Manufacturing

October 3, 2026by Dr Dawkins Brown

Retailers and manufacturers now buy software, advertising and cloud capacity from abroad and sell through websites, marketplaces and chat apps. Digital tax reaches both sides of that ledger, and the margin effect is larger than most finance teams expect. Executive summary Caribbean retailers and manufacturers are no longer simply buyers and sellers of goods. They...

Business Development & Entrepreneurship IT & Digital Transformation Risk & Compliance Tax

Can a Business Have Taxable Presence Without an Office?

October 3, 2026by Dr Dawkins Brown

Yes, and in three different ways. A Caribbean software or services firm selling into neighbouring islands and Latin America can owe consumption tax, income tax or a special digital levy in a market where it has never signed a lease. Executive summary “We have no office there” is the commonest answer Caribbean businesses give on...

AI & Emerging Technology Business Development & Entrepreneurship Data & Analytics IT & Digital Transformation Regulatory & Standards Risk & Compliance Strategy & Transformation Tax

VAT at the Customer’s Doorstep: How Digital Tax Follows the Customer Across the Caribbean

September 29, 2026by Dr Dawkins Brown

Consumption tax on digital services follows the customer, not the supplier. For Caribbean firms selling across the islands, that principle turns on three practical questions: is the customer a business, where are they, and who collects? Executive summary Every Caribbean consumption tax regime for digital services rests on one idea: value added tax (VAT) or...

Data & Analytics Dawgen Frameworks & Series IT & Digital Transformation Risk & Compliance Strategy & Transformation Tax

The Caribbean Digital Tax Moment

September 29, 2026by Dr Dawkins Brown

Jamaica’s Budget, Grenada’s new law and years of quiet collection in Barbados and The Bahamas mean digital tax is no longer a foreign debate. It is a Caribbean compliance question, and boards need a method to answer it. Executive summary Until recently, “digital tax” in the Caribbean meant headlines from Paris, London and Ottawa. In...

Audit & Assurance Board & Governance Corporate Finance & M&A Crisis & Resilience Cybersecurity & Data Protection Data & Analytics IT & Digital Transformation Strategy & Transformation

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...

Accounting & BPO Advisory & Consulting Board & Governance Business Development & Entrepreneurship Corporate Finance & M&A Crisis & Resilience Data & Analytics Economy & Markets Marketing & Brand Real Estate & Construction Strategy & Transformation Tax

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

May 10, 2026by Dr Dawkins Brown

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...

Advisory & Consulting Board & Governance Cybersecurity & Data Protection Data & Analytics Leadership & Careers Strategy & Transformation

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

May 10, 2026by Dr Dawkins Brown

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...

Advisory & Consulting Board & Governance Corporate Finance & M&A Crisis & Resilience Data & Analytics Energy & Utilities ESG & Sustainability Strategy & Transformation

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

May 10, 2026by Dr Dawkins Brown

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...

A 90-Day Digital Tax Readiness Plan for Caribbean Groups

What Digital Tax Means for Tourism and Creative Services

Can a Business Have Taxable Presence Without an Office?

VAT at the Customer’s Doorstep: How Digital Tax Follows the Customer Across the Caribbean

The Caribbean Digital Tax Moment

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

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

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

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