The creation of commercialization opportunities for smallholder farmers has taken primacy on the development agenda of many developing countries. Invariably, most of the smallholders are less productive than commercial farmers and continue to lag in commercialization. Apart from the various multifaceted challenges which smallholder farmers face, limited access to extension services stands as the underlying constraint to their sustainability. Across Africa and Asia, public extension is envisioned as a fundamental part of the process of transforming smallholder farmers because it is their major source of agricultural information. Extension continues to be deployed using different approaches which are evolving. For many decades, various authors have reported the importance of the approaches that effectively revitalize extension systems and have attempted to fit them into various typologies. However, there is a widespread concern over the inefficiency of these extension approaches in driving the sustainability of smallholder farming agenda. Further, most of the approaches that attempted to revolutionize extension have been developed and brought into the field in rapid succession, but with little or no impact at the farmer level. This paper explores the theory and application of agricultural extension approaches and argues the potential of transforming them using digital technologies. The adoption of information and communication technologies (ICTs) such as mobile phones and the internet which are envisaged to revolutionize existing extension systems and contribute towards the sustainability of smallholder farming systems is recommended.