The energy generation shortfall in South Africa threatens the national grid’s stability. This results in a need for so-called loadshedding, rolling regional blackouts, which have a detrimental impact on businesses and economic growth. Until recently, the national power utility, Eskom, had a monopoly on the generation of electricity and predominantly did so by burning carbon-intensive coal in thermal power plants. However, to eliminate the generation shortfall and address carbon-emissions concerns, Eskom introduced several new policies to allow private sector participation in eliminating the supply shortfall. This paper illustrates the role that digital plays in enabling one of the newly introduced Eskom policies called Virtual Wheeling and presents the conceptual design of a digital platform taking into consideration the ecosystem of stakeholders, electricity legislation, technical challenges, and financial regulations inherent in the domain.