Novel technological possibilities enable a better communication and knowledge exchange within collaborative networks. The paper indicates that the potential of enterprise social network is by far not exploited yet. Although systems are connected to each other, and the conditions for frictionless data exchange are created, there is a lack of flexible possibilities to use the data stock within the network efficiently and user-friendly. Chatbots provide a possibility to meet this challenge. Nowadays, chatbots are used to improve customer communication and simplify the daily routine in consumers’ lives. Within collaborative networks, their use and benefits had not been fully discovered yet. This paper examines current chatbot technologies and implements a use case driven prototype to show the benefits of chatbots within enterprise social networks for (internal) communication by smart combining data across collaborative networks.