This qualitative study explores the conditions and experiences of older adults' ‘formal’ volunteering through non-profit organisations (NPOs) in Toronto from both organisational and individual perspectives. In spite of the ageing population and the need for NPOs to expand their services, the participation of Canadian seniors in community volunteering has been stagnant for 15 years. What organisational and structural supports might encourage the expansion of volunteering among this group? How do current administrative conditions impact upon senior volunteers? What do older adults expect to gain from community volunteering? The qualitative data collected through interviews, documents and participant observation are analysed using an inter-disciplinary framework that combines theories of the moral economy of ageing, adult development and transformative learning. The results include a socio-demographic profile of senior volunteers in 12 Toronto NPOs, and the administrative characteristics of the six organisations that engage the majority. It is argued that the self-help and transformative mechanisms embedded in community volunteering provide opportunities for retirees to sustain their self-esteem and sense of wellbeing, while cultivating ‘generativity’ in late adulthood. Promoting transformative learning enables community volunteering to provide meaningful roles for seniors, and promotes citizenship participation and the social economy in an ageing society.