This paper examines the evolving landscape of Design Science Research within Information Systems, focusing on its challenges and diverse methodological approaches. Design Science Research aims to create practical, innovative solutions for complex problems by designing, building, and evaluating novel artefacts such as models, frameworks, products, services and systems. However, Design Science Research researchers often navigate contradictions in methodological requirements – finding it hard to balance the need for rigorous processes with the flexibility required for creative artefact development. This paper first presents a chronological review of Design Science Research methodological prescriptions. We note a plurality of prescriptions which range from strict adherence to specific theories and methods, to more adaptive, flexible approaches. Mapping Design Science Research knowledge contributions, the Design Science Research focus matrix and Design Science Research genres we present the Design Science Research Method-Theory Matrix. This matrix offers guidance on how to select and apply suitable methods for different research contexts as well as explain the results. This study encourages an acceptance of pluralism in Design Science Research approaches, highlighting the importance of situational adaptability in producing impactful research that advances both practical application and theoretical knowledge.