Originally founded by 24 participants of the ESI VI-EURO Summer Institute on DSS, in Madeira in 1989, the EURO Working Group on Decision Support Systems (EWG-DSS) is now considered as one of the most stable and active groups of EURO and a reference on DSS in Europe and Worldwide. The EWG-DSS membership has continuously grown since its creation. The group currently counts with over 250 registered members, 340 members in LinkedIn, and 174 Twitter followers. Besides organizing annual scientific events and publications, the EWG-DSS leads a long-term research project on the analysis of its research activity, the Collab-Net project that is currently at its version 5. This chapter aims to explore the life of the group along the 30 last years of its existence through the optics of the Collab-Net project, its outcomes and its analysis.