 The study aimed to explore the usability and feasibility of chatbot technology for gathering real-life conversation data on stress, sleep, and infant feeding from parents with newborn infants and investigate differences between the experiences of parents with pre-term and term infants. The results showed that parents rated the chatbot as easy to use and were satisfied with their experience. Parents with pre-term infants reported emotional stress more frequently than did parents of term infants, while feeding problems were more common in the pre-term group. In sleep domain conversations, frequent or irregular feeding was a dominant topic. Overall, parents gave positive feedback on their user experience with the chatbot as a tool to express their thoughts and concerns. This article was authored by Jill Wong, Agath C. Fausat, Stephen Ting, and others.