The growing cultural and creative sector has been argued to be an important catalyst for revitalization and development of other industries, cities, and regions through innovative value creation based on a logic with a focus on cultural and creative values rather than on growth and scalability. We argue that in attempting to realize such positive effects, cultural and creative entrepreneurs (CC entrepreneurs) face challenges, including liabilities of smallness, newness, and uniqueness, and of creating an identity, legitimacy and understanding of their value in interaction with partners. In coping with these challenges, boundary work becomes critical, and this paper explores the boundary work of CC entrepreneurs. Based on our qualitative study we use three narratives to illustrate our analysis of how the entrepreneurs engage in boundary work. We find that CC entrepreneurs set and maintain, as well as span and cross boundaries to overcome challenges of identity and develop their distinctiveness and belonging, and to overcome liabilities through cooperating across boundaries or expanding their scope. We also show that boundary work can be a joint effort by CC entrepreneurs, facilitated by creating boundary spaces, individuals taking on boundary roles, and through using boundary objects.