Various job demands continue to be very stressing and exhausting for school administrators who have to work under unprecedented pressure. This qualitative study explores the various stressors school administrators experience and the coping strategies they utilize to manage their stress. Findings show that the various stressors experienced by the school administrators do affect their job performance and their own wellbeing. Principals mentioned three main types of stressors related to work, relationships and time. They also experienced some unpleasant feelings in response to these stressors such as guilt, a sense of unfairness, loneliness, or disappointment. However, their coping strategies comprised of spending time with loved ones and having an outlet outside work. Implications for social emotional skills-based professional development programmes for school administrators are discussed.