Strategic thinking games development is an important topic in the modern world, and the digitalization wave also influences this movement. In this research paper, the possibilities of creating an online version of an educational game, called EDIPS2 (Edutainment for Designing Integrated Product-Service System), that requires communication, was researched and discussed. It is a German version of a serious game EDIPS, which was created by Shimomura Laboratory at the Department of System Design at Tokyo Metropolitan University. Its purpose is to promote strategic thinking and collaboration between experts in design and in business of product service systems (PSS) through playful online-entertainment.