The COVID-19 pandemic has revealed the abilities or lack thereof of many higher education institutions to adequately support the academic and co-curricular needs of students in times of crisis. In this reflective practitioner account, Schlossberg's Transition Theory is used to analyse the transitional experiences of students amid the Covid-19 pandemic and how the Office of Student and Community Affairs (OSCA) team at Ashesi University successfully supported students as they navigated the academic semester. One-to-one interviews with department heads of the five OSCA units were conducted alongside focus group discussions with a cross-section of 17 students. The findings suggest that (1) advising, (2) engagement, and (3) timely online support interventions contributed immensely to students' success in transitioning from in-person to remote learning.