Jamaica

The Productivity Imperative: Why Caribbean Firms Cannot Grow Through Headcount Anymore

Last week, in the opening article of this series, I argued that the Caribbean has built genuine resilience but is operating with thinning buffers. Several readers wrote to me afterwards with a related question: where, exactly, will Caribbean growth come from in the next decade if the macro tailwinds keep fading? The answer is in...

Accounting & BPO Crisis & Resilience Dawgen Frameworks & Series ESG & Sustainability IT & Digital Transformation Leadership & Careers Risk & Compliance Strategy & Transformation

Resilience Is Not Immunity: A Caribbean Boardroom Playbook for 2026

May 8, 2026by Dr Dawkins Brown

Earlier this year, the Inter-American Development Bank published its 2026 Latin American and Caribbean Macroeconomic Report under the title Resilience and Growth Prospects in a Shifting Global Economy. It is one of the most important documents Caribbean entrepreneurs will read this year. The headline finding is genuinely good news: the region has entered 2026 with...

Advisory & Consulting Corporate Finance & M&A Crisis & Resilience Dawgen Frameworks & Series Risk & Compliance

Recovery Velocity Score™: How Fast Can Your Capital Architecture Recover?

May 8, 2026by Dr Dawkins Brown

The most consequential observation from our advisory work over the eighteen months since Hurricane Melissa is the one we did not expect to be making. We expected, going into the post-Melissa recovery period, that the Caribbean enterprises with the strongest pre-stress capital architectures would produce the strongest recoveries. We expected the diagnostics already established in...

Advisory & Consulting Corporate Finance & M&A Crisis & Resilience ESG & Sustainability Risk & Compliance

Bank-Plus-Bond-Plus-Guarantees: Building a Resilient Caribbean Capital Source Mix

May 8, 2026by Dr Dawkins Brown

Caymas Holdings Limited — the name is composite, the structure is real and recognisable across the regional conglomerate landscape — is a Caribbean integrated consumer-goods enterprise that has been my advisory work intermittently over a number of years. The group sits at approximately US$280 million in consolidated revenue and operates across three principal business lines....

Corporate Finance & M&A Crisis & Resilience ESG & Sustainability Regulatory & Standards Risk & Compliance Tax

ESG That Is Not Financed: Aligning Sustainability Commitments with Capital Architecture

May 7, 2026by Dr Dawkins Brown

Reserve Bay Hospitality Group — the name is composite, the events are real — is a Caribbean integrated hospitality enterprise I have spent considerable time advising. The group operates four properties across two territories: a five-hundred-and-twenty-room flagship resort on a Jamaican north-coast site, a smaller boutique sister property at one hundred and forty rooms on...

Accounting & BPO Board & Governance Corporate Finance & M&A Leadership & Careers

The Liquidity Stack: Why Cash Alone Is Not a Liquidity Strategy — and the Five-Tier Architecture That Replaces It

May 7, 2026by Dr Dawkins Brown

Tidewater Maritime Group — composite name, real engagement — is a Caribbean integrated shipping and logistics enterprise we have advised through three iterations of its capital structure. The group operates a fleet of seven container and break-bulk vessels covering inter-island routes between Jamaica, Trinidad, Barbados, and the Eastern Caribbean, plus terminal handling operations at three...

Accounting & BPO Board & Governance Corporate Finance & M&A Crisis & Resilience Financial Services Regulatory & Standards Risk & Compliance Strategy & Transformation

Covenants Were Not Designed for Hurricanes: How to Stress-Test Loan Covenants Before They Stress-Test the Enterprise — and the Heat-Map That Surfaces the Dangerous Ones

May 7, 2026by Dr Dawkins Brown

Valley Green Agriproducts — the name is composite, the events are real — is a Caribbean integrated agribusiness group I have spent considerable time advising. The group operates approximately twelve thousand acres of fresh produce and tree-crop cultivation across two territories, runs three primary processing facilities, employs roughly six hundred and twenty staff at...

Accounting & BPO Corporate Finance & M&A Crisis & Resilience Dawgen Frameworks & Series

Six Months Without Revenue: The Liquidity Test Every Caribbean Board Should Run — and the Capital Resilience Index™ That Scores It

May 7, 2026by Dr Dawkins Brown

Harbour Industries — the name is composite, the facts are real — is a Caribbean light-manufacturing group I have spent considerable time advising over the past decade. The group operates three production facilities across two territories, employs approximately 540 staff, generates annual revenue of US$94 million, and earns adjusted EBITDA of approximately US$11 million. Its...

Board & Governance Corporate Finance & M&A Dawgen Frameworks & Series Leadership & Careers Regulatory & Standards

Maturity Mismatch: The Silent Killer of Caribbean Balance Sheets — and the Discipline of Walking the Wall Before It Arrives

May 6, 2026by Dr Dawkins Brown

There is a Caribbean hospitality group I will call Cascade Resorts — a composite drawn from advisory engagements with regional hotel operators, with all identifying details changed but every operational and balance sheet fact preserved. Cascade operates four properties across two Caribbean territories, employs approximately 920 staff, generates annual revenue of US$78 million, and earns...

Advisory & Consulting Corporate Finance & M&A Dawgen Frameworks & Series ESG & Sustainability IT & Digital Transformation Strategy & Transformation

The Single-Thread Borrower: Capital Structure Risk in Caribbean Enterprises

May 6, 2026by Dr Dawkins Brown

There is a Caribbean distribution business that I will call Meridian — a composite drawn from the actual files of multiple advisory engagements over the last decade, with all identifying details changed but every operational fact preserved. Meridian was started in 1989 by a husband-and-wife team. By 2024, it employed 187 people across two...

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Older Posts

The Productivity Imperative: Why Caribbean Firms Cannot Grow Through Headcount Anymore

Resilience Is Not Immunity: A Caribbean Boardroom Playbook for 2026

Recovery Velocity Score™: How Fast Can Your Capital Architecture Recover?

Bank-Plus-Bond-Plus-Guarantees: Building a Resilient Caribbean Capital Source Mix

ESG That Is Not Financed: Aligning Sustainability Commitments with Capital Architecture

The Liquidity Stack: Why Cash Alone Is Not a Liquidity Strategy — and the Five-Tier Architecture That Replaces It

Covenants Were Not Designed for Hurricanes: How to Stress-Test Loan Covenants Before They Stress-Test the Enterprise — and the Heat-Map That Surfaces the Dangerous Ones

Six Months Without Revenue: The Liquidity Test Every Caribbean Board Should Run — and the Capital Resilience Index™ That Scores It

Maturity Mismatch: The Silent Killer of Caribbean Balance Sheets — and the Discipline of Walking the Wall Before It Arrives

The Single-Thread Borrower: Capital Structure Risk in Caribbean Enterprises

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