This paper expands the conceptual boundaries of entrepreneurial well-being (EWB) as a distinctive construct of a well-lived entrepreneurial life. Following an iterative process of abductive reasoning, the paper bases on 66 in-depth narrative interviews with entrepreneurs operating in a transnational setting. Qualitative findings of the lived experiences reveal that EWB can be theorized as an ongoing entrepreneurial experience of being and becoming the reinvented self, embedded with a dynamic interplay of individual plasticity and social co-creation. Such theorization promotes EWB as the crucial dynamic process for human flourishing and provides alternative assumptions for EWB studies.