Using the Internet in the developed part of the world has become a necessity or a matter of choice. However, for the majority in countries of Sub-Saharan Africa, Internet usage is still an illusion since Africa has remained the least Internet-connected region in the world (Lishan, 1997). Such “digital divide” between the developed and developing countries has raised interests and concerns from different parties, ranging from indigenes and governments of these countries to international organizations or agencies. Since such a gap impedes development and progress in these countries, as well as limits the potential of a truly global and competitive e-economy, the need to understand the dynamics of Internet usage in these countries becomes relevant. This chapter discusses Internet usage in Sub-Saharan Africa, citing examples from Nigeria, Ghana, and Kenya. The factors that influence Internet usage in these countries are presented, followed by two general propositions. Furthermore, organizational implications and suggested guidelines for connectivity are discussed, as well as future trends, followed by a conclusion.