In-depth features on modernisation, technology strategy, and digital change across Caribbean enterprises.
Interviews
Governments in the Caribbean sit at an uncomfortable intersection — mounting citizen expectation on one side, accelerating cyber threats on the other, and a wave of AI tools in the middle. The strategic choices made now will determine if Caribbean builds a sovereign digital future
New research confirms that Caribbean boards face significant challenges in providing effective cybersecurity oversight. Limited understanding of cyber risks, inconsistent reporting, and lack of specialised expertise are the defining gaps. Good intentions acknowledged, meaningful action lags.
Somewhere in Trinidad right now, a boardroom has just approved a digital transformation budget. The deck was compelling. The ROI projections were optimistic. Leadership left feeling they had made a decision. They have — but almost certainly not the one they think they made.
Digital Transformation
In June 2023, Republic Financial Holdings Limited did something it had never done in its 185-year history. It hired a Chief Information and Digital Transformation Officer. What has unfolded since is one of the most instructive transformation stories in the regional private sector.
Digital Transformation
In March 2024, the Government of Trinidad and Tobago signed a landmark IDB agreement to accelerate digital transformation. 18 months on, the infrastructure work continues — staff are still printing forms and emailing PDFs. This is the central challenge leaders must now confront.
Interviews
Somewhere in the Caribbean right now, a project manager is updating a red-amber-green dashboard that has been amber for eight months. After two decades working in technology strategy across this region, the author examines why ERP implementations fail — and what actually changes it.