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...
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...
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....
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...
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...
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...
The CEO Who Decided It Was Time She had been chief executive of a Caribbean financial services group for six years. Under her leadership, the group had grown from a single-territory operation with US$120 million in assets under management to a multi-territory platform managing US$340 million across wealth management, pension administration, and corporate trust...
The Annual Report That Said Everything and Nothing The chairman’s message in the annual report of a Caribbean conglomerate listed on a regional stock exchange was, by any conventional measure, perfectly adequate. It reported revenue growth of four per cent, a modest improvement in net profit, the declaration of an interim and final dividend, and...
The Succession That Tore an Empire Apart He had built the business from nothing. A single hardware store in a Caribbean capital city in 1978 had grown, over four decades, into a conglomerate spanning building materials, real estate development, equipment rental, and retail — with operations across three territories and annual revenues exceeding US$65...
The Breach That Crossed Borders A well-respected corporate law practice in a prominent Caribbean offshore financial centre had advised international clients on corporate structuring, trust administration, intellectual property holding arrangements, and regulatory compliance for over two decades. The firm’s client roster included Fortune 500 corporations, sovereign wealth funds, family offices, and high-net-worth individuals from...
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