Focusing in the early years of Sidney W Mintz’s career and his ‘anthropological record’, this essay examines aspects of his legacy to the field of Caribbean studies. Using materials from Mintz’s fieldwork in Puerto Rico during the 1940s and 1950s, the author discusses experiences that may have influenced Mintz’s ideas and future scholarship in two specific areas. First, the localized fieldwork in the island’s southern town of Jauca (Santa Isabel), specifically on the plantation, is seen as a launching pad for scale-up thinking into large-scale analysis: from the Caribbean to hemispheric and Atlantic connections. Second, exposure to, and analysis of, complex issues of race during Mintz’s Puerto Rican fieldwork suggest the initial opening to future interventions he made on this topic.