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Caribbean Business

What actually happens on day one.

Owners expect a transition to be a technology event. It is not. The first day is about custody, authority and cut-off — and the handovers that fail almost never fail at the ledger. IN SHORT Day one establishes three things and nothing else matters until they exist: who may approve what, from what date the...

How to Market Powerfully on a Limited Budget

  The Problem, Lived “Alicia” runs a catering and events company in St. John’s, Antigua, and her marketing history reads like a drawer of lottery tickets. A boosted post whenever bookings look thin — fifty dollars here, a hundred there, aimed at everyone. A radio spot last Christmas whose results she cannot name. A website...

Are You Bond-Ready? The BEDROCK™ Bond Readiness Index

The series finale — a structured way to measure whether your enterprise is ready to bring an asset-anchored bond Eleven articles ago, this series began with a frustration familiar to every Caribbean enterprise of substance: the gap between the capital such a business deserves and the capital the market actually offers it. We named the...

Capital Pathways: Connecting Issuers to Institutional Demand | BEDROCK™ Framework

Pillar C of the BEDROCK™ Framework: placement routes, institutional eligibility, and the regional market — connecting the finished instrument to the capital built to hold it Six pillars have built an instrument: an appreciating asset, soundly engineered, fully disclosed, stress-proofed against the region’s risks, and independently governed. It is, by now, an excellent bond. But...

Oversight: Governance Machinery for Investor Protection | BEDROCK™ Framework

Pillar O of the BEDROCK™ Framework: trustees, regulatory alignment, and board accountability — the machinery that enforces every promise the instrument makes   By the close of Article 5, the BEDROCK™ instrument was substantially built: an appreciating asset, soundly engineered, fully disclosed, and stress-proofed against the Caribbean’s storms, currency shocks, and cycles. A prudent investor...

Secondary Markets and Private Company Liquidity: A Future Opportunity for the Caribbean

Executive Summary Private companies across the Caribbean often represent substantial economic value, but that value is frequently locked inside illiquid ownership structures. Founders, early investors, family shareholders, employees, and private capital providers may hold interests in growing businesses for many years without a clear pathway to realize part of that value. Globally, this liquidity challenge...

Anchored Expectations: How Caribbean Entrepreneurs Should Read the New Monetary Landscape

In Article 6 of this series, I argued that the capital structure which worked in 2021 will not work in 2026 — and that the refinance, the hedge, and the equity raise belong on the next board agenda. This week, the series turns to a less visible but equally consequential question: what does it mean...

The Diagnosis Behind the Reform: Why Jamaica Chose Twin Peaks, and What It Must Now Deliver

What actually happened at SSL On 17 January 2023, a Jamaican investor went public with allegations that her investment account at Stocks and Securities Limited — a securities dealer regulated by the Financial Services Commission for over four decades — had been systematically drained over a period of years. Within days, what began as one...

Digital Service Taxes in the Caribbean:  A Country-by-Country Landscape

  Where does each Caribbean jurisdiction stand — and what comes next?   The Gap in the Schedule When Caribbean businesses reviewed the Meta DST location fee notification of March 2026, they noticed something that many found reassuring at first glance: no Caribbean jurisdiction appeared in the fee schedule. Austria, France, Italy, Spain, Türkiye, and...

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