The Trinidad and Tobago Electricity Commission (TTEC) faced critical cybersecurity vulnerabilities in its operational technology (OT) and IT systems, which are essential for maintaining the island’s energy grid resilience. While no specific breach was detailed in the article, the collaboration with USAID, NREL, and CARILEC highlighted systemic risks tied to cyberattacks targeting energy infrastructure—a sector vital for the region’s stability. The DER-Cybersecurity Framework (DER-CF) assessments revealed gaps in governance, incident response, and physical-digital security integration, exposing TTEC to potential disruptions in power supply, cascading outages, or malicious takeovers of grid controls. The risks were compounded by the island’s geographic isolation and reliance on distributed energy resources, making it a high-value target for state-sponsored or criminal hackers aiming to destabilize regional energy security. A successful attack could halt electricity distribution, damage critical infrastructure, or trigger economic fallout—directly threatening the organization’s operational existence and the wider Caribbean’s energy economy. The article underscores proactive mitigation but implies that unaddressed vulnerabilities could lead to catastrophic failures, including prolonged blackouts, financial losses, or even physical harm if systems like hospitals or water treatment plants were indirectly affected.