Cybercrime does not skip small businesses. It prefers them — and its favorite tool is not code. It is your trust, your busyness, and a Friday afternoon. The Problem, Lived “Michelle” runs a customs brokerage in Kingston — fourteen staff, twenty years of reputation, and a business that lives in its inbox: shipping documents,...
The chain will always out-spend you. It does not have to out-know you — and in a local market, knowing is the higher ground. The Problem, Lived “Rohan” has run a supermarket in Georgetown for sixteen years — two floors, forty staff, a name his parish trusts. Four months ago, a regional chain announced...
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...
A business that cannot outlive its founder was never an asset. It was a salary with staff — and succession planning is the work that turns it into something that can be inherited, sold, or led into its second generation. The Problem, Lived “Winston” is sixty-four, and for thirty years his name has been the...
Culture is not the poster on the wall. It is what predictably happens when you are not watching — and in a small team, it is broadcast by the leader, whether or not anything is ever built. The Problem, Lived “Sherry-Ann” runs an eleven-person property-management company in St. George’s, Grenada, and on paper she has...
You will never win a bidding war against the banks, the multinationals and the visa. Stop fighting on the salary line — and start winning on the deal. The Problem, Lived “Omar” runs a fourteen-person IT services firm in Kingston, and by any fair measure he is one of the best developers of young talent...
The Caribbean is not one market. It is a chain of small ones — and regional expansion fails when it is treated as the same business at a new address The Problem, Lived “Danielle” makes natural skincare products in Kingston — a brand strong enough that a Trinidadian distributor sought her out at a regional...
The most expensive software in the world is the software that never gets used. Selection is a discipline — and the one party who cannot do it for you is the vendor The Problem, Lived “Trevor” runs a building-materials distribution business in Nassau, and somewhere in his office is a folder he cannot look...
Digital transformation is not a budget line reserved for big companies. It is a sequence of small, compounding decisions — and the most expensive mistake is buying technology before fixing process The Problem, Lived “Keisha” runs three bakery-cafés in Kingston, and her business runs on paper, memory and WhatsApp. Orders live in duplicate books; the...
If the business cannot run for two weeks without you, you do not own a business. You own a job with employees — and it owns you back. The Problem, Lived “Andre” runs an electrical contracting firm in Castries — eighteen staff, a respected name, a solid book of commercial clients across St. Lucia. He...
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