As we move towards exhausting our finite natural resources, generating more waste than we can absorb, and as we stare at a future with knock-on climate change within a precariously interconnected ecosystem, the question we ask within this chapter is: what role can the design of technologies play in sustaining meaningful change? We start by examining how sustainability has been framed within the broader literature, and then look more specifically within the SHCI community. The argument we advance here is twofold. The first relates to the temporality of sustainability, as seen as a process. The second relates to the interconnectedness of the endeavor, where we, who are seeking change are part and parcel of the problem. We demonstrate this via the illustrative lens of one such initiative tangled in its yearning for fairness and sustainability within the discourse of consumption and technological novelty. The metaphor offered to us by our empirical case further builds on work carried out on the “non-negotiable limits” to growth and the subsequent need for a more radical approach of activism within SHCI.