Ways of organizing matter to circulate longer in societies are gaining much political and business interest. Simultaneously, research has seen an upsurge. In this chapter we argue that this focus on circulating matter is welcome, but that the practice of Circular Economy, might greenwash destructive industrial modern production. Current research into Circular Economy is mainly done at a large industrial scale, thereby focusing on re-circulating waste into resources. We propose that research needs also to be done on a more human, down to earth, scale in which forms of Social Entrepreneurship and Ecopreneurship might help show how to organize transitional agency towards living within planetary boundaries. From this perspective decentralized and small-scale solutions can be illuminated that will be part of re-designing systems, making circular flows not only focusing on waste, but also display choices about what matter could circulate more and what should not.