This study focused on the leadership qualities and trainings for school heads and analyzed their effects to the school administration and organizational performance in Paracale District. Specifically, it sought to answer the leadership qualities of the school heads in Paracale District along with vision and direction, monitoring student progress, time management and working with people, communication and positive beliefs and high expectations, the leadership trainings implemented in Paracale District among school administrators: teacher supervision, staff empowerment, instructional leadership, learning resource management, fiscal management and school-community relations, if there a significant relationship between the quality of leadership trainings implemented and the leadership quality of the school heads, to what extent do leadership quality and trainings affect the school administration and organizational performance, the challenges encountered by the school heads in sustaining leadership quality and trainings, and the intervention may be prepared to address the challenges along the leadership qualities and trainings for the school heads of Paracale District. Findings revealed that the school administrators faced challenges on the limited time to engage in trainings, lack of follow-up after the leadership training, lack of continuous leadership development programs, inadequate resources allocated for leadership trainings, and limited support system from fellow educational administrators and instructional leaders. In response, the researcher develops an intervention entitled Project “LEAD” Leadership Engagement, Advocacy and Development. The primary objectives of leadership engagement, advocacy, and development initiatives in educational settings are to enhance the leadership qualities of school administrators, promote active engagement among staff, and improve overall organizational performance.