The South African government has embarked on the implementation of the National Health Insurance (NHI), to increase access to healthcare and improve service delivery. However, the project has being encountering various challenges, which are not empirically known. The aim of the study is to identify the factors that influence the implementation of the NHI from ICT readiness assessment perspective. Qualitative data was collected from communities and healthcare service providers including government as the legislative body. The duality of structure of structuration theory was used as lens to guide the analysis of the study, from ICT readiness assessment and perspective. From the analysis, four factors, current state, areas of coverage, role of ICT, role of human are found to influence the implementation of the NHI. The originality of the findings lies on the empirical nature of the study.