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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...

What Digital Tax Means for Tourism and Creative Services

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...

What Digital Tax Means for Caribbean Retail and Manufacturing

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...

The Hidden Tax Data in Every Online Transaction

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:...

Can a Business Have Taxable Presence Without an Office?

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...

When Advertising, SaaS and Royalties Cross a Border

One foreign software invoice can carry two Jamaican taxes at once: withholding on the payment and General Consumption Tax on the import. Which applies, and at what rate, turns on a classification most finance teams never write down.  Executive summary Caribbean businesses now pay foreign vendors for software as a service (SaaS), cloud hosting, online...

Digital Services Taxes and the Price of Gross Revenue

A 2 or 3 per cent tax on revenue sounds modest until it is set against margin. Digital services taxes are expensive for thin-margin businesses, politically costly for the countries that levy them, and a poor fit for small Caribbean economies.  Executive summary A digital services tax (DST) is a tax on the gross revenue...

Who Collects Tax When a Platform Sits in the Middle

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...

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