Since its emergence in the 1970s, the Italian social and solidarity economy (SSE) has been characterized by an emphasis on volunteers’ contribution, overshadowing the presence of paid workers and the role they play in sustaining such a vital social and solidarity infrastructure. The tension between paid and unpaid work generates concrete consequences for workers. Misrepresented as volunteers, social economy employees are imagined as subjects primarily driven by devotion and non-economic motives. Their work is, in turn, feminized and invisibilized. Drawing on theories of gendered labour and feminist critiques of unpaid work, this article reviews the development of the SSE in Italy by focusing on the history of social cooperatives, its main organizations. My goal is to trace the origins of the tension between paid work and volunteering, and query its consequences on the development of the SSE as an employment field. I identify three subsequent phases that shaped SSE work, invisibilizing it in ways that normalize its casualization and limited professional recognition: origins (1970s–1980s), institutionalization (1990s–2000s), and austerity (2010s–2020s). Despite its progressive origins and unique success, the Italian SSE is underpinned by important tensions that require further attention.