This chapter analyses the manifestations and operations of curatorial agency on the content-sharing platform Pinterest. While the manifestations of curatorial agency are explored through an analysis of the recontextualisations of museum digitisations of jewellery associated with the Viking Age in user-made collections, its operations are investigated through a long-term engagement with the platform’s employment of machine learning models to select and display images in line with its business model. On Pinterest, museum digitisations take on a transnational and dispersed life as inspiration for historical imagination and craft, as well as for contemporary fashion. Due to the complexity of machine learning models, the politics of curatorial agency becomes a delicate issue to locate as it morphs between human and machinic forms of intelligence.