The objective of a current design science research (DSR) undertaking is responding to the call for a decentralizing Knowledge Management (KM) revolution by conceptualizing a Personal Knowledge Management (PKM) system. The rationale is rooted in today’s accelerating information abundance and lack of adequate tools which signify—in the author’s view—the presently emerging and most crucial barriers to individual and collective development. For validation, it employs prototyping and verifies its design decisions against DSR guidelines and KM-related methodologies and practices. For the latter purpose, this article employs the SVIDT methodology (Strengths, Vulnerability, and Intervention Assessment related to Digital Threats) by adopting a hindsight reverse-engineered logical perspective in order to present the line of reasoning from the proposed technologies back to the underlying motivations. Its focus is the sustainability of PKM systems, processes, and outcomes combined with SVIDT’s concerns with goals and environments, actors and affiliations, strengths and weaknesses, threat and intervention scenarios, and synergies and strategies. In following the SVIDT’s nine steps, the broad span of the Personal Knowledge Management (PKM) concept’s “wicked” problem space is presented. The results reaffirm the DSR concept of theory effectiveness in terms of the system’s utility and communication, and present the PKM concept and system as sustainable interventions to confront opportunity divides independent of space (e.g., developed/developing countries), time (e.g., study or career phase), discipline (e.g., natural or social science), or role (e.g., student, professional, or leader).