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This article examines how illegal online gambling platforms stress-test South Africa's cyber-enforcement capacity and evaluates the South African Police Service's (SAPS) operational readiness to enforce the National Gambling Act against digitally mediated and often offshore operators. The study pursues four objectives: (1) to assess SAPS's investigative capacity and procedural readiness in cyber-enabled gambling cases; (2) to map the practical enforcement pathway from detection and digital evidence collection to prosecution; (3) to identify recurring operational bottlenecks and jurisdictional obstacles; and (4) to propose targeted measures that align gambling regulation with cybercrime enforcement tools. The study employs a qualitative desktop-based research design incorporating doctrinal legal analysis, a structured scoping review of the literature, and a documentary synthesis of publicly available regulatory communications, policy documents, and court materials. The thematic synthesis of legal, regulatory, and academic sources indicates four persistent enforcement challenges: limited specialist skills in cyber investigations and digital forensics; fragmented coordination among SAPS, gambling regulators, internet service providers, and financial intermediaries; difficulties associated with jurisdiction and cross-border cooperation where platforms operate offshore; and procedural limitations in responding to rapidly evolving technologies. The reviewed literature further suggests that these challenges contribute to inconsistent case development, delays in evidence preservation and attribution, and reduced prosecutorial effectiveness against sophisticated operators. The article argues that strengthening specialist investigative capacity, improving digital evidence procedures, enhancing inter-agency information sharing, and more effectively utilising the Cybercrimes Act alongside gambling legislation could strengthen cyber-enforcement efforts. Collectively, these measures may help reduce the enforcement gap and improve SAPS's ability to address illegal online gambling within an increasingly complex digital environment.