Strategic planning is crucial in facilitating sustainable development of schools. It enables schools to survive and cope with changes and challenges from government policies and market forces. There is broad agreement that all stakeholders need to be part of school strategic planning. In response to the lack of evidence suggesting stakeholders' involvement--specifically that of Heads of Department (HOD)--in strategic planning in schools, and its value in ensuring that all stakeholders execute their duties, HODs' experiences regarding their involvement in strategic planning were explored. Qualitative research was undertaken and semi-structured interviews were employed to generate data. The study reveals that the HODs were involved in some form of planning but there is no evidence suggesting their participation in substantive issues on strategic planning. Further, the study reveals that transparency-driven leadership and collaboration are key factors to ensure HODs' participation in strategic planning. The findings suggest that the involvement of HODs is crucial towards improving teaching and learning.