Construction supervision is a key task that can confirm and inspect the project execution and support the creation of successful results. For the efficient performance of construction supervision, collecting various information necessary for the supervisor’s decision-making is a prerequisite, and the use of digital technology has recently been proposed as an alternative. Accordingly, the purpose of this study is to present a roadmap for the step-by-step use of digital technology to improve the efficiency of construction supervision. This study was limited to the supervision of construction projects, which have a high proportion of contract volumes in the Korean construction industry and can directly affect people’s lives. This study reclassified Korea’s construction supervision works, collected data on the urgency and effectiveness of detailed works from various stakeholders, and derived a final roadmap using importance–performance analysis. The results of this study are expected to serve as basic guidelines that can be used when reviewing digital technologies that can be applied step by step to improve the efficiency of construction supervision work.