The purpose of this qualitative study is to explore how mid-level student conduct professionals (SCPs) made meaning of their professional and mid-level leadership experiences during their institutions' immediate responses to the COVID-19 pandemic. This study draws on sensemaking as a theoretical lens and literature related to mid-level professionals and student conduct practice to ground its inquiry. Interview data was collected and analyzed from four senior-level student conduct professionals within a single State within the Southern Association of Colleges and Schools Commission on Colleges (SACSCOC) accreditation region. Findings center on three key themes voiced by the participants: the importance of maintaining operational processes, feelings of middleness, and reflections on student and personal wellbeing. Discussion and implications for professionals and postsecondary organizations confronting the short- and long-term effects of the COVID-19 pandemic are offered. Here, we highlight the valuable roles student conduct professionals play within postsecondary organizational life and the need for greater attention to these practitioners in both research and practice.