A reality-design gap in the conceptualization and practice of digital agriculture has been systematically reported in the literature. This condition is favored by the lack of understanding and inclusion of local worldviews around digital technologies. Informed by Amartya Sen’s capabilities approach, this study looks to bring stories of local appropriation to the spotlight. Based on a qualitative approach that included data collected through interviews with 73 households, the authors explored the way in which two selected communities of Colombian coffee growers are engaged in the use of digital technologies in material and symbolic ways. Three emergent themes—a relational way of farming, (dis)connected machines, and nurtured families and communities – articulate multiple interactions between farmers, farms, institutional programs, and technologies, that originate local forms of digitalization (and non-digitalization). This study points out the relevant role of situated ideas of development in positioning technologies in or out of the farm, and broader digitalization agendas in or out of farmers’ life projects. At the same time, it presents a critique of notions of universality that drive unquestioned quests for technification. In contrast, building on a relational perspective, this study calls for embracing a perspective of multiplicity within notions of development and innovation.