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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...

Tax Administration & Policy Tax Firm Tax Incentives Tax Planning Services Tax Risk Tax Strategy Tax Technology Tax Technology & Data Taxation Services

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...

Tax Administration & Policy Tax Firm Tax Incentives Tax Planning Services Tax Risk Tax Strategy Tax Technology VAT VAT / GCT & Indirect Taxes

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...

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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...

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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...

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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....

Special Economic Zones Tariffs & Supply Chain Tax Administration & Policy Tax Firm Tax Incentives Tax Planning Services Tax Risk Tax Strategy Tax Technology & Data Taxation Services

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...

Tariffs & Customs Tariffs & Supply Chain Tax Administration & Policy Tax Firm Tax Planning Services Tax Risk Tax Strategy Taxation Services Trade & Tariffs Transfer Pricing Treasury & Cash Management

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...

Compliance & Risk Management Corporate Tax Tariffs & Supply Chain Tax Administration & Policy Tax Firm Tax Planning Services Tax Risk Tax Strategy Tax Technology & Data Taxation Services

The Tax Gap: Why Caribbean Enterprises Are Leaving Money on the Table and Exposing Themselves to Risk

March 4, 2026by Dr Dawkins Brown

The Audit That Revealed Six Years of Overpayment The chief financial officer of a Caribbean beverage manufacturer received a call from the company’s external tax advisor on a Thursday afternoon in September. The advisor had been engaged to assist with a routine tax audit by the revenue authority — an audit the company had...

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Automating the Taxpayer Lifecycle: e-Registration, e-Deregistration, and the “Compliance Dividend” for Caribbean Economies

February 13, 2026by Dr Dawkins Brown

Executive Summary Tax administrations are increasingly judged not only by how much revenue they collect, but by how frictionless, fair, and data-driven their systems are. One of the most practical—and often overlooked—levers for transformation is automating the taxpayer lifecycle: how people and businesses enter the tax net (registration), how they stay current (changes, filings, payments,...

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Older Posts

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

The Tax Gap: Why Caribbean Enterprises Are Leaving Money on the Table and Exposing Themselves to Risk

Automating the Taxpayer Lifecycle: e-Registration, e-Deregistration, and the “Compliance Dividend” for Caribbean Economies

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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