Flexible work is increasingly pursued as a means of achieving work-life balance, particularly as growing caregiving responsibilities for children and aging family members shape workers’ lives. Yet most HCI research has examined flexibility primarily through productivity and organizational perspectives, with less attention to how it intersects with workers’ personal and family responsibilities. To address this gap, we conducted a qualitative study with 20 workers in Singapore engaging in flexible arrangements to manage paid work and care responsibilities. Using an asset-based lens, we show that flexibility is not a static benefit but a continual practice of rhythm-making. Participants maintained rhythms by drawing on temporal and spatial assets, negotiated them through relational and institutional dynamics, and sustained them through intrapersonal assets such as self-care and positive reframing. Our study reframes blurred boundaries as resources rather than disruptions and offers design implications for technologies that support flexible workers’ everyday rhythm-making practices.

Despite technology's pervasive integration into aged care to address aging populations and labor shortages, its deployment often overlooks the critical role of care workers who shape the experience of care through technologies. This paper presents a four-month ethnographic study at a long-term residential aged care facility in Singapore, involving 37 staff members from frontline workers to senior management. We examine how they adopt, implement, and use three distinct digital technologies at different stages of maturity in the delivery of care. Adopting an infrastructuring lens, our findings, presented through six affective vignettes, reveal the invisible labor involved in ''patchworking'' technologies implemented in a top-down, fragmented manner as well as the significant impacts on workers' liability and professional agency. The discussion unpacks the invisible burden of organizational unpreparedness in technology integration, the resulting negotiation of care work's meaning and power differentials with care workers for decent work.