Cybersecurity Insights

The Caribbean Cyber Hygiene Scorecard: Twenty-Five Items, Five Dimensions, One Quarterly Review

May 19, 2026by Dr Dawkins Brown

This is the closing article of Pillar 2 of the Caribbean Digital Foundations Series. Articles 2.1 through 2.5 built five operational disciplines: posture, access, data, continuity, and the third-party perimeter. This article produces the instrument that converts those five disciplines into a single composite measure the Caribbean SMB can actually track. The Caribbean Cyber Hygiene...

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...

Cyber Awareness & Training Cyber Risk Assurance Cybersecurity & Data Risk Cybersecurity & Privacy Cybersecurity & Technology Cybersecurity Assurance Cybersecurity for SMEs Cybersecurity Insights Cybersecurity Services Cybersecurity Solution

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...

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...

Cyber Awareness & Training Cyber Risk Assurance Cybersecurity & Data Risk Cybersecurity & Privacy Cybersecurity & Technology Cybersecurity Assurance Cybersecurity for SMEs Cybersecurity Insights Cybersecurity Services Cybersecurity Solution Dawgen Global M&A advisory Caribbean

Cyber Threats in the Caribbean: A Risk Matrix Every Leader Must See

April 11, 2026by Dr Dawkins Brown

The Caribbean’s cyber threat landscape has transformed from an incidental business risk into a primary operational and strategic exposure. The region’s rapid digital adoption — combined with significant gaps in defensive capability, incident reporting culture, and cybersecurity talent — has created conditions that sophisticated threat actors are actively exploiting. Caribbean boards that have not yet...

Cyber Awareness & Training Cyber Risk Assurance Cybersecurity & Data Risk Cybersecurity & Privacy Cybersecurity & Technology Cybersecurity Assurance Cybersecurity for SMEs Cybersecurity Insights

From Vulnerable to Vigilant: A CEO’s Blueprint for Cybersecurity That Protects, Enables, and Endures

March 10, 2026by Dr Dawkins Brown

Eighteen Months Later: The CEO Who Built a Programme Eighteen months ago, the chief executive of a Caribbean financial services group with approximately US$280 million in assets under management, 165 employees, and operations across four territories sat in a board meeting and listened to a presentation that changed his understanding of his own enterprise....

Cyber Awareness & Training Cyber Risk Assurance Cybersecurity & Data Risk Cybersecurity & Privacy Cybersecurity & Technology Cybersecurity Assurance Cybersecurity for SMEs Cybersecurity Insights Cybersecurity Services Cybersecurity Solution

Cybersecurity for Regulated Caribbean Enterprises: Compliance as a Foundation, Not a Ceiling

March 10, 2026by Dr Dawkins Brown

The Examination Finding That Changed Everything The chief executive of a Caribbean insurance company with approximately US$120 million in gross written premium and operations across three territories received the regulatory examination report on a Tuesday morning. The examination had been conducted six weeks earlier by the financial services regulator as part of its routine...

Cyber Awareness & Training Cyber Risk Assurance Cybersecurity & Data Risk Cybersecurity & Privacy Cybersecurity & Technology Cybersecurity Assurance Cybersecurity for SMEs Cybersecurity Insights Cybersecurity Services Cybersecurity Solution Offensive Security PCI DSS Penetration Testing Vulnerability Assessment

Testing Before the Attackers Do: Penetration Testing and Vulnerability Assessment

March 10, 2026by Dr Dawkins Brown

Fourteen Critical Vulnerabilities the Company Didn’t Know It Had The managing director of a Caribbean e-commerce company that processed approximately US$4.2 million in online transactions annually commissioned a penetration test for the first time. The company had operated its e-commerce platform for six years. It had never been tested by an external security professional....

Cyber Awareness & Training Cyber Risk Assurance Cybersecurity & Data Risk Cybersecurity & Privacy Cybersecurity & Technology Cybersecurity Assurance Cybersecurity for SMEs Cybersecurity Insights Cybersecurity Services Cybersecurity Solution

Testing Before the Attackers Do: Penetration Testing and Vulnerability Assessment

March 9, 2026by Dr Dawkins Brown

Fourteen Critical Vulnerabilities the Company Didn’t Know It Had The managing director of a Caribbean e-commerce company that processed approximately US$4.2 million in online transactions annually commissioned a penetration test for the first time. The company had operated its e-commerce platform for six years. It had never been tested by an external security professional. The...

Cyber Awareness & Training Cyber Risk Assurance Cybersecurity & Data Risk Cybersecurity & Privacy Cybersecurity & Technology Cybersecurity Assurance Cybersecurity for SMEs Cybersecurity Insights Cybersecurity Services Cybersecurity Solution

Who Has Access and Why: Identity, Authentication, and Privileged Access

March 9, 2026by Dr Dawkins Brown

The Former Employee Who Still Had the Keys Six Months Later The compliance officer of a credit union with 22,000 members and approximately US$95 million in assets discovered the breach during a routine review of system access logs. A user account belonging to a former IT administrator — an employee who had left the...

The Caribbean Cyber Hygiene Scorecard: Twenty-Five Items, Five Dimensions, One Quarterly Review

Identity and Access Management for the Caribbean SMB

The Caribbean Cybersecurity Posture: Beyond Antivirus

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

From Vulnerable to Vigilant: A CEO’s Blueprint for Cybersecurity That Protects, Enables, and Endures

Cybersecurity for Regulated Caribbean Enterprises: Compliance as a Foundation, Not a Ceiling

Testing Before the Attackers Do: Penetration Testing and Vulnerability Assessment

Testing Before the Attackers Do: Penetration Testing and Vulnerability Assessment

Who Has Access and Why: Identity, Authentication, and Privileged Access

May 19, 2026The Caribbean Cyber Hygiene Scorecard: Twenty-Five Items, Five Dimensions, One Quarterly Review

May 19, 2026The Perimeter Is Not Where You Think It Is: Third Parties, External Lingerers, and What the Caribbean SMB Inherits from Its Suppliers

May 19, 2026Backup is Not Recovery: What Continuity Actually Costs the Caribbean SMB — and Why Most Firms Pay for the Wrong Thing

May 19, 2026Data Protection in Operational Practice: What the Data Protection Act 2020 Actually Requires

May 19, 2026Identity and Access Management for the Caribbean SMB

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