In observing the evolution of product configurators since 2007 in our Configurator Database Research Project we have been conducting analyses on the development of configurators based on various criteria as well as exploring the appearance of their user interfaces. Being a crucial tool in the concept of mass customization the criteria for successful product configurators have changed and adapted to the evolving needs of customers and the technological possibilities. The rise of Artificial Intelligence (AI) is and will massively influence the way how software interaction is taking place. In our paper we examine if AI will augment and enhance a product configurator experience and what features and effects might change in how configurator interaction will take place in the future.