PhD (Business Information Systems) / Department of Business Information Systems / Collaborative Decision Making (CDM) is a never-ending challenge in complex-problem situations where multiple actors are involved. Complex-problem situations involve problems that are ill-defined, ill-structured and wicked such as terrorism. Problems of this nature usually warrant a collaborative effort between actors (organizations) with multiple skill-sets and expertise that at times might be at variance with each other. In order to address this gap, three sub-objectives were postulated from the main research objective, “To determine how optimal/effective CDM can be realized amongst counter-terrorism organizations through context-aware technologies.” Using the theory of synergetics and following deductive thematic analysis, the socio-technical nature of the terrorism problem was depicted by postulating a Digital Terrorism Ecology that consists of Open Digital Infrastructure (ODI), Digital Information Ecosystem (DIE), Digital Terrorism Enactment (DTE), Digital Capability and Digital Enslavement. Based on institutional theory and using PLS-SEM technique, Group/departmental relationships, Organizational co-operation, Organizational form, Technical infrastructure and interoperability, Information and knowledge sharing were identified as the factors influencing attainment of Optimal/effective CDM amongst counter-terrorism organizations. In order to explicate the role of context-aware technologies in enhancing CDM amongst counter-terrorism organizations, a context-aware CDM framework was developed following Design Science Research (DSR) methodology. In this study it was evident from the findings that attainment of OCDM in counter-terrorism contexts is challenging even though it is essential. Among the factors considered as possible influencers of attainment of OCDM, Organizational form (OF) was found to influence Organizational cooperation (OC) and Technical infrastructure and inter-operability (TI). Group/departmental relationships (GDR) were found to influence OF and OC. TI was found to influence OC and GDR and further, Information and knowledge sharing (IKS) was found to influence Optimal/effective CDM (OCDM). Of the three pillars of institutional theory, the regulative pillar offered more insights on issues related to rules, discourse and practice and hence the challenges of OCDM attainment. Practically, this study aims to re-orient the thinking of counter-terrorism organizations by presenting the socio-technical nature of the terrorism problem as well as explicating the role of digital technologies in terrorism. / NRF