International Tax & Cross-Border

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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...

Dawgen Digital Tax COMPASS™Digital Finance Digital Tax Digital Tax Transformation Digital Transformation digital transformation & virtual solutions International Business & Trade International Tax International Tax & Cross-Border International Tax Advisory International Trade Compliance

The Hidden Tax Data in Every Online Transaction

October 3, 2026by Dr Dawkins Brown

Digital tax compliance is won or lost in the data captured at checkout and in accounts payable. Caribbean businesses that cannot reproduce the tax treatment of a single transaction are not ready for Jamaica’s 2027 changes or the region’s new registration regimes. Executive summary Every digital tax position rests on a handful of data points:...

Corporate Income Tax Corporate Tax Dawgen Digital Tax COMPASS™Digital Tax Digital Tax Transformation Digital Transformation Digital-First CFO Services International Tax International Tax & Cross-Border International Tax Advisory International Trade Compliance Permanent Establishment

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...

Who Collects Tax When a Platform Sits in the Middle

September 29, 2026by Dr Dawkins Brown

Marketplaces, booking sites and delivery apps now stand between Caribbean sellers and their customers. The law increasingly decides who collects the tax by who controls the transaction, not by who owns the product. Sellers who assume “the platform handles it” are carrying risk they have not measured. Executive summary A single online sale can involve...

International Business & Trade International Tax International Tax & Cross-Border International Tax Advisory Tax Incentives Tax Litigation Tax Objections Tax Planning Tax Planning Services Tax Risk Tax Risk Management Tax Strategy

Treaty Access Under Scrutiny: Substance, Beneficial Ownership and Principal Purpose Risk

June 7, 2026by Dr Dawkins Brown

Treaty access used to be a paperwork question. It is now an evidence question. The entity that cannot show genuine substance, beneficial ownership, and commercial purpose may hold a residency certificate and still lose the benefit it relies on. EXECUTIVE SUMMARY Double tax treaties remain essential tools in international business: they reduce withholding tax, allocate...

Governance & Disputes International Tax & Cross-Border Policy & Governance SME Tax & Compliance Tax Administration & Policy Tax Firm Tax Planning Services Tax Technology & Data Taxation Services

APIs, Accounting Software, and “Natural Systems”: How Tax Is Moving Into Business Workflows—and What the Caribbean Must Do Next

February 13, 2026by Dr Dawkins Brown

Executive Summary Tax compliance is shifting from a periodic, manual activity—prepared after transactions happen—to an increasingly embedded and connected model where reporting, withholding, validation, and payments occur inside the “natural systems” of the economy: payroll platforms, accounting software, invoicing tools, banking rails, and digital marketplaces. The OECD’s 2025 report on tax administration digitalisation highlights API...

International Tax & Cross-Border

The Hidden Tax Data in Every Online Transaction

Can a Business Have Taxable Presence Without an Office?

Who Collects Tax When a Platform Sits in the Middle

Treaty Access Under Scrutiny: Substance, Beneficial Ownership and Principal Purpose Risk

APIs, Accounting Software, and “Natural Systems”: How Tax Is Moving Into Business Workflows—and What the Caribbean Must Do Next

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October 12, 2026Find the Cash Already Hiding in Your Business

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