Skilled and competent personnel are required in the use of information and communication technology (ICT), for organisations’ competitiveness and sustainability. Many organisations rely on institutions of higher learning to produce ICT skilled personnel for them. However, many of the graduates are said to be incompetent in their roles and responsibilities. In an attempt to close that gap of incompetency, some organisations source for postgraduate candidates. Unfortunately, the gap of ICT skill shortage seems to remain, leading to this study. The study was carried out in South Africa, one of African countries to examine and understand the extent, as well as impact of ICT skills in the country. Different approaches and techniques of research methodology, such as qualitative and quantitative, and interpretivism were applied in the study. As found in the empirical study, the underlying factors in the challenges of ICT skill short in South Africa are the gap between the qualification and competency. Other influencing factors include government interference, organisational need, and curriculum development and transformative scheme.