In this chapter, we critique the ways in which digital technologies have been domesticated and exploited to support frugal innovations and digital entrepreneurship in ways that advance sustainable human development. The chapter demonstrates how the uncritical and unproblematised adoption of Western developed digital technologies in African contexts has transformed digital business models and availed new offerings while paradoxically magnifying digital exclusion, role conflicts and accentuating complexities when enacting entrepreneurship agency. It provides evidence of how new technologies are increasing the global reach of products, breaching international barriers to trade, while simultaneously reinforcing power asymmetries through platform owners’ activities, behaviours and strategies. Specifically, we explain how the rise of platform dependent entrepreneurs (PDEs) has magnified risks and weakened digital entrepreneurs and web developers’ entrepreneurial agency during venture founding. Most platform owners have control over the business processes of entrepreneurs, product pricing, their business models and activities they engage in via their digital platforms. Using the concept of regenerative local adaption, and locally led adaptation (Nambisan, 2023), we demonstrate that human development will be sustained when thorny ethical dilemmas arising from data colonisation and technical-digital asymmetrical power relationships between big techs and digital entrepreneurs are replaced by processes where the entire digital entrepreneurship ecosystem actors are more involved in value generation, capture and delivery.