Workarounds are purposeful deviations from standard operating procedures within organizations, implemented by employees to bypass misfits. The extant research predominantly focuses on classifying workaround types, identifying their causes, and unveiling why they are performed by individual initiators. However, workarounds are often viewed merely as temporary fixes, while there is no method to evaluate their positive and negative consequences in a way that can inform organizational decision-making. In this paper, we address this gap by conducting the initial phases of an echelon design science research project—problem analysis and objectives definition—to design a method enabling informed decisions about workarounds. Using a medium-sized manufacturing company as a case organization, our validated problem statement reveals that evaluating workarounds necessitates a comprehensive consideration of specific organizational, technological, and participant-centric factors. Our findings result in five design objectives that guide the development of IT artifacts for evaluating the implications of workarounds in organizations.