In this paper, we explore how the combination of Informa-tion and Communication Technologies (ICT) and self-organised study circles improves rural communities' abilityto enhance their economic opportunities. We present thecase study of an adult study-circle project in the Kwale County of Kenya with the objective of providing rural communities with viable and sustainable livelihoods. Study circles can be seen as a democratic and emancipatory method for learning, where community groups regularly meet for participatory discussions to educate themselves on a variety of topics of their own interest. The main goal of the study-circle members was to increase economic opportunities using ICT and, more specifically, to start micro-businesses, improve production efficacy and methods, and obtain employment. Using the capability approach and affordances as theoretical lenses, our analysis of the explorative case study shows that the outcomes of the study circle were dependent on various conversion factors and facilitating conditions, such as resources, skills, socio-cultural norms, and infrastructure. The main contributions from our work are represented by the five practical lessons learned from the study-circle members' goals (starting micro-businesses, product efficiency, and obtaining employment) from the self-organised training approach (study circles) and from our theoretical approach (combining the capability approach and affordances).