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Transition from the status quo to more sustainable supply chain management (SSCM) practices is a highly complex and non-linear process with multiple drivers, but also obstacles, on the way. The impending strict regulatory framework, particularly in terms of the environmental dimensions of sustainability development (SD), is single-handedly opening the door to rapid and potentially disruptive change. The research literature on SSCM has increased exponentially over the last decade to meet the mounting demand for information on how to tackle often conflicting sustainability-related requirements while satisfying all internal and external stakeholders. Due to the continuously evolving and wicked nature of SSCM, a limited number of scholars have approached the issue with design thinking problem solving methodologies (DTPSMs). The results of a systematic literature review (SLR) were mirrored with the Evolved Double Diamond (EDD) design process model to formulate a design thinking overview and trace potential research gaps of selected frameworks and models regarding the sustainability transition (ST) of supply chains (SCs). The research results demonstrate that modelling the ST in SC as a wicked problem can contribute to the creation of more structured and novel SSCM models and frameworks, which take into deeper consideration the evolving nature of the issue and improve facilitation practices of stakeholder engagement.