Cybersecurity & Data Risk

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The Perimeter Is Not Where You Think It Is: Third Parties, External Lingerers, and What the Caribbean SMB Inherits from Its Suppliers

May 19, 2026by Dr Dawkins Brown

Pillar 2 has so far treated the firm as a closed system: its own posture, its own access, its own data, its own recovery. That treatment is editorially useful but operationally incomplete. In practice, the Caribbean SMB’s data sits on three or four cloud platforms it does not control, is processed by a dozen suppliers...

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Data Protection in Operational Practice: What the Data Protection Act 2020 Actually Requires

May 19, 2026by Dr Dawkins Brown

The Jamaican Data Protection Act 2020 has been in force since the end of its transition period. Every Caribbean firm reading this article is either subject to it directly, subject to a comparable regional act, or doing business with parties that are. This article does not summarise the legislation — there are competent legal summaries...

Caribbean digital asset regulation Cyber Awareness & Training Cyber Risk Assurance Cybersecurity & Data Risk Cybersecurity & Privacy Cybersecurity & Technology Cybersecurity Assurance Cybersecurity for SMEs Cybersecurity Insights Data Data & Analytics Data Protection Data Protection & Privacy Data Quality

Identity and Access Management for the Caribbean SMB

May 19, 2026by Dr Dawkins Brown

Article 2.1 of this series named four cybersecurity postures and asked every Caribbean board to choose one consciously. This article begins the substantive work of moving from any of the lesser postures toward Posture D — and starts where every meaningful improvement starts: with the question of who has access to what, how that gets...

The Caribbean Cybersecurity Posture: Beyond Antivirus

May 18, 2026by Dr Dawkins Brown

Pillar 1 of this series asked Caribbean boards to put their digital foundations in order. Pillar 2 begins from the assumption that they have, and asks the question that immediately follows: what is the firm actually defending those foundations against, and from what posture? “We have antivirus and the staff don’t open suspicious emails” is...

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From Personal Inbox to Professional Brand: A Migration Playbook for Caribbean Family Businesses

May 17, 2026by Dr Dawkins Brown

The first five articles in this series were largely diagnostic and prescriptive. This article — the final piece in the Foundations pillar — is neither. It is a migration playbook for the Caribbean family business that has been operating successfully for ten, twenty, or thirty years on a tangle of personal email, founder-controlled accounts, and...

The First 90 Minutes Online: A Caribbean Start-Up Digital Identity Checklist

May 17, 2026by Dr Dawkins Brown

The first three articles in this series have asked Caribbean boards uncomfortable questions about digital infrastructure that has already been set up — usually badly. This article is for the entrepreneur, the family-business successor, or the partner of a newly-formed firm who has the rare opportunity to do it correctly from the first day. It...

Business Continuity Business Continuity & Crisis Preparedness Business Email Compromise Caribbean Risk Horizon Controls & Governance Cybersecurity & Data Risk Cybersecurity & Privacy Cybersecurity & Technology Cybersecurity for SMEs Cybersecurity Insights Cybersecurity Services Cybersecurity Solution

Gmail Is Not a Strategy: The Professional Email Maturity Curve for Caribbean Firms

May 17, 2026by Dr Dawkins Brown

Across the Caribbean private sector, a remarkable number of serious businesses are still run from free personal email accounts. Each one is a quiet credibility tax, a slow leak of confidential information, and — under the Jamaican Data Protection Act 2020 — an unbounded legal exposure. This is the maturity curve every Caribbean board has...

Competitive Strategy Cyber Risk Assurance Cybersecurity & Data Risk Digital Asset Governance Digital Assets Digital Assets & Blockchain Digital Audit Digital Transformation digital transformation & virtual solutions Digital-First CFO Services Digitalization Web Services webservices What is Cloud Computing?

The Domain You Don’t Own: Why Most Caribbean SMBs Are Renting Their Digital Identity

May 17, 2026by Dr Dawkins Brown

In a region where business is built on relationships and trust, too many Caribbean SMBs are conducting their digital lives on infrastructure they neither own nor control. The most overlooked governance question on the average Caribbean board agenda is not cybersecurity. It is the domain name itself. The phone call no founder wants to receive...

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The 12-Point Caribbean Resilience Playbook: A Synthesis for Entrepreneurs and Boards

May 10, 2026by Dr Dawkins Brown

A few days ago, this series opened with a single observation from the Inter-American Development Bank’s 2026 Latin American and Caribbean Macroeconomic Report: that resilience is not immunity. The Caribbean entered 2026 with the strongest external scoreboard in years — sovereign spreads at 209 basis points, inflation largely contained, unemployment near historic lows, currencies appreciating...

Board & Audit Committee Board & Audit Committee Insights Board Governance Business Growth & Strategy Business Intelligence (BI)Caribbean Advisory firm Caribbean Business Strategy CFO Strategy & Finance Leadership Cybersecurity & Data Risk Cybersecurity & Privacy Cybersecurity & Technology

When Global Risk Turns: Stress-Testing the Caribbean Balance Sheet

May 10, 2026by Dr Dawkins Brown

In Article 4 of this series, I argued that the critical-minerals window is the most consequential capital-allocation opportunity opening for our region. This week, the series turns to the dynamic that determines whether Caribbean firms can hold and compound the value they capture from such opportunities — or whether they lose it back, painfully and...

Older Posts

Cybersecurity & Data Risk

Data Protection in Operational Practice: What the Data Protection Act 2020 Actually Requires

Identity and Access Management for the Caribbean SMB

The Caribbean Cybersecurity Posture: Beyond Antivirus

From Personal Inbox to Professional Brand: A Migration Playbook for Caribbean Family Businesses

The First 90 Minutes Online: A Caribbean Start-Up Digital Identity Checklist

Gmail Is Not a Strategy: The Professional Email Maturity Curve for Caribbean Firms

The Domain You Don’t Own: Why Most Caribbean SMBs Are Renting Their Digital Identity

The 12-Point Caribbean Resilience Playbook: A Synthesis for Entrepreneurs and Boards

When Global Risk Turns: Stress-Testing the Caribbean Balance Sheet

June 3, 2026Board Minutes and Tax Substance: Why Documentation Can Make or Break a Holding Company Structure

June 3, 2026When Is a Holding Company a Conduit? Understanding Beneficial Ownership and Anti-Avoidance Risk

June 3, 2026Substance Beats Formality: What the Milan Tax Court’s Luxembourg Holding Ruling Means for Cross-Border Tax Planning

June 1, 2026The Hidden Systems Challenge of IFRS 20: Why Data, Controls and Audit Readiness Matter

June 1, 2026IFRS 20 and EBITDA: Why Lenders, Investors and Boards Must Pay Attention

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