The chapter outlines a methodological address towards proactive analysis of emerging digital society hybrid threats and challenges of phenomena, like: cyber terrorism, criminal activities in cyber space, social engineering and other negative socio-technological tendencies. The solution is trying to generalize CIRACRESEE ATC participants' inputs, both expert and empirical, implementing future foresight morphological and system-of-systems analyses. A concluding machine results probabilistic validation is finally implemented. Some key findings, priorities and perspectives are discussed at the end of the chapter, in the context of securing South-East Europe region specifics, achieving successful countering against terrorism globally in the new digital age.