This book constitutes the refereed post-conference proceedings of 4 workshops, held at the 4th International Conference on Internet Science, Thessaloniki, Greece, in November 2017: the Second International Workshop on the Internet for Financial Collective Awareness and Intelligence, IFIN 2017, the International Workshop on  Data Economy 2017, the International Workshop on Digital Technology to Support Social Innovation, DSI 2017, and the International Workshop on Chatbot Research and Design, CONVERSATIONS 2017. The 17 full papers presented together with one short paper were carefully reviewed and selected from 27 submissions. The contributions of the IFIN workshop focus on a multidisciplinary dialogue on how to use the internet to promote financial awareness and capability among citizens whereas  the papers of the Data Economy workshop show how online data change economy and business. The aim of the DSI workshop was to collect the lessons learned from different platforms and settings, and to understand the requirements and challenges for building and using digital platforms to effectively engage broad participation in the social innovation process. The papers of the Conversations workshop explore the brave new world of human-computer communication through natural language, gathering latest developments in chatbots research and design.