Educational leadership in last mile schools is essential for overcoming challenges like limited resources, remote locations, and low community involvement. Although resilient leadership is widely discussed, its application in last mile contexts remains underexplored. This study investigated the leadership practices, challenges, and strategies of school heads in last mile schools. A case study with a multiple perspective approach was employed, involving key informant interviews with 11 school heads and 11 teachers from selected last mile schools in the Davao Region. Data were analyzed using Braun and Clarke’s (2006) thematic analysis to identify emerging themes. The findings revealed that resilient leadership practices are marked by collaboration and transparency, resilience, empowerment, inclusivity and well-being, and innovation. In general, the resilient leadership in last mile schools relies on sustained community engagement and targeted support for the professional growth of school leaders and teachers. This study offers practical guidance that administrators and policymakers may consider when designing leadership development programs to advance educational equity and resilience in underserved contexts.