Facing the needs of service-oriented manufacturing, it is a key task to flexibly allocate production resources to achieve the needs and well-being of different groups of end-users, including customers, operators, and managers. To this end, smart product-service system (smart PSS) has emerged as a novel systematic framework for engineering product development and service innovation in the context of human-cyber-physical system. Different from the traditional PSS, smart PSS focuses on providing the end-user’s requirements-oriented manufacturing services based on the mutual information interactions between physical space and cyberspace. This chapter discusses smart PSS’s features, enabling technologies, development process, and illustrate smart PSS’s process with an example of 3D printer product-service bundle configuration. Finally, some future perspectives of smart PSS are also discussed to welcome further in-depth research and practices.