As a form of adjustment to operational drawbacks set off by the Covid-19 pandemic, Head Teachers or department leaders in Philippine secondary schools resumed work in a hybrid setting. This study delved into the leaders’ experience reporting on-site and supervising remote teams. The researchers gathered qualitative data and explored it through thematic analysis. As a result, three significant themes emerged, which helped the researchers conclude that the condition influenced the virtual and personal relations of the school leaders. It was also apparent that the circumstances called for the necessary reskilling and upskilling of middle managers, and adaptive measures in leadership and communication could be useful in a hybrid setting.