With the mature development of IoT techniques, smart PSS emphasizes the digital transformation of the traditional PSS, which is an ever-evolving and value-co-creation system with the participation of users through the whole product lifecycle, especially during the usage stage. Due to the frequent changes of usage situations, the smart PSS providers are supposed to evolve their product-service bundles according to the trends of usage situations. It is critical to determine what is the current uasge situation, thereafter to evaluate and select proper product-service bundles during the usage phase. In this article, we propose a context-aware approach to evaluate the smart PSS performance during the usage phase.