Tax

Supply Chain Risk: The Caribbean’s Hidden Vulnerability

Sixty-Eight Per Cent from One Supplier, Through One Port, on One Shipping Route The managing director of a Caribbean pharmaceutical distributor had built the company into the territory’s second-largest supplier of branded and generic medications to hospitals, pharmacies, and clinics. The business distributed over 1,200 product lines from approximately forty international manufacturers, serving healthcare...

Audit & Assurance Data & Analytics IT & Digital Transformation Risk & Compliance Strategy & Transformation Tax

From Compliance to Strategy: A Caribbean CFO’s Blueprint for Building a Tax-Ready Organisation

March 5, 2026by Dr Dawkins Brown

The CFO Who Built a Tax Function Three years ago, the CFO of a Caribbean conglomerate with operations in manufacturing, distribution, and financial services across four territories sat in a board meeting and could not answer a question about the company’s effective tax rate. She knew the number. She had approved the tax provision...

Audit & Assurance Business Insights Data & Analytics IT & Digital Transformation Risk & Compliance Strategy & Transformation Tax

Tax Dispute Resolution: When the Revenue Authority Comes Calling

March 5, 2026by Dr Dawkins Brown

Thirty Days to Respond The managing director of a Caribbean real estate development company arrived at his office on a Monday morning to find a registered letter from the revenue authority. The letter was an assessment notice. It stated that following a comprehensive audit of the company’s tax affairs for the three most recently...

Data & Analytics IT & Digital Transformation Risk & Compliance Strategy & Transformation Tax

Payroll Tax, Social Security, and Employee Benefits: The Compliance Minefield Caribbean Employers Navigate Daily

March 5, 2026by Dr Dawkins Brown

The Statutory Audit That Uncovered Two Years of Errors The human resources director of a Caribbean hospitality group with 1,200 employees across three territories received a telephone call from the group’s CFO on a Friday afternoon in January. The call was not about recruitment or training or employee relations. It was about payroll tax. A...

IT & Digital Transformation Risk & Compliance Strategy & Transformation Tax

Tax Governance and the Board: Why Tax Strategy Belongs in the Boardroom

March 5, 2026by Dr Dawkins Brown

The Question the Board Could Not Answer The annual general meeting of a Caribbean listed company had proceeded smoothly through the chairman’s report, the CEO’s operational review, and the presentation of the audited financial statements. The company had performed well: revenue was up twelve per cent, operating margins had improved, and the dividend had...

Data & Analytics IT & Digital Transformation Risk & Compliance Strategy & Transformation Tax

Indirect Tax and the Caribbean Consumer: VAT, GCT, and the Hidden Compliance Burden

March 5, 2026by Dr Dawkins Brown

The E-Commerce Business That Did Not Know It Had Three Tax Problems The founder of a Caribbean e-commerce business had built something remarkable. Starting from a warehouse in Kingston, the company had grown in four years to become one of the region’s most successful online retailers of specialty consumer goods. Customers in Jamaica, Trinidad and...

Business Development & Entrepreneurship Data & Analytics IT & Digital Transformation Risk & Compliance Strategy & Transformation Tax

Cross-Border Tax Risk: Navigating Multi-Jurisdictional Complexity in the Caribbean

March 5, 2026by Dr Dawkins Brown

The Expansion That Eroded Its Own Returns The board of a Caribbean financial services group had approved the expansion into a third territory with considerable enthusiasm. The target market offered a growing middle class, an underserved wealth management segment, and a regulatory environment that was progressively liberalising access for regional financial institutions. The business...

IT & Digital Transformation Risk & Compliance Strategy & Transformation Tax

The Digital Tax Revolution: How Technology Is Transforming Caribbean Tax Administration and What It Means for Your Business

March 4, 2026by Dr Dawkins Brown

The Assessment Nobody Expected The owner of a Caribbean retail chain with fourteen stores across two parishes had spent the previous eighteen months investing in digital transformation. An e-commerce platform was launched, a loyalty programme was digitised, and the company began accepting payments through three digital payment platforms in addition to its traditional point-of-sale systems....

Data & Analytics Economy & Markets Risk & Compliance Strategy & Transformation Tax

Tax Incentives and Special Economic Zones: Maximising Legitimate Benefits Without Crossing the Line

March 4, 2026by Dr Dawkins Brown

The Exemption That Vanished The managing director of a Caribbean technology company had built his business on a compelling competitive advantage: a special economic zone designation that provided a corporate income tax rate significantly below the standard rate, duty-free importation of equipment, and exemption from certain indirect taxes. The designation had been instrumental in attracting...

Business Development & Entrepreneurship Corporate Finance & M&A Pricing & Commercial Excellence Risk & Compliance Strategy & Transformation Tax

Transfer Pricing Under the Microscope: How Caribbean Multi-Territory Groups Must Prepare for Global Scrutiny

March 4, 2026by Dr Dawkins Brown

The Letters That Arrived on the Same Morning The group financial controller of a Caribbean conglomerate with operations across four territories arrived at her desk on a Tuesday morning in March to find two letters that would consume the next eighteen months of her professional life. The first was from the revenue authority in the...

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Older Posts

Supply Chain Risk: The Caribbean’s Hidden Vulnerability

From Compliance to Strategy: A Caribbean CFO’s Blueprint for Building a Tax-Ready Organisation

Tax Dispute Resolution: When the Revenue Authority Comes Calling

Tax Governance and the Board: Why Tax Strategy Belongs in the Boardroom

Indirect Tax and the Caribbean Consumer: VAT, GCT, and the Hidden Compliance Burden

Cross-Border Tax Risk: Navigating Multi-Jurisdictional Complexity in the Caribbean

The Digital Tax Revolution: How Technology Is Transforming Caribbean Tax Administration and What It Means for Your Business

Tax Incentives and Special Economic Zones: Maximising Legitimate Benefits Without Crossing the Line

Transfer Pricing Under the Microscope: How Caribbean Multi-Territory Groups Must Prepare for Global Scrutiny

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