As apocalyptic job forecasts abound about the future of work in the face of AI, carework, including the work of caring for young children, is seen as immune to the pressures of automation. However, for the past twenty years, online platforms offering to match parents and careworkers have been quietly growing in scale and global reach, promising a push-button solution to a deeply inadequate and unequal care system in the United States. Boasting millions of users and operating in countries around the globe, platforms like Care.com, SitterCity and UrbanSitter haven’t received the public attention or scrutiny of other tech companies. Drawing on nearly a decade of participant ethnography, both online and offline, with nannies, parents, and the platforms they use to find care, alongside her own experiences starting a family and finding care, Ticona argues that, in their efforts to make parenthood easier, platforms end up automating relations of servitude between parents and careworkers. In doing so, they exploit the precarity and desires of both mothers and careworkers for different kinds of care systems, jobs, and a better way to care for our society’s kids.