In the age of digitalization, technology has become a driving force, transforming various sectors, including education. This study investigated the barriers and drivers influencing high school leaders’ engagement with digital technologies in high schools. Through a quantitative research approach, 220 high school leaders from Oyo State, Nigeria, participated in the study, providing data through structured questionnaires. The study’s theoretical framework is anchored on Lewin’s Three-Step Model of Change. Findings revealed significant barriers, such as inadequate training, resistance to change, and budgetary constraints, hindering the seamless integration of digital tools. However, despite these obstacles, leaders are motivated by potential benefits like enhanced communication, improved student outcomes, and future readiness to embrace digital leadership. The study underscores the critical role of leadership in fostering innovation, leveraging technology for strategic decision-making, and driving transformative change in educational institutions. Recommendations include prioritizing continuous professional development, proactively addressing barriers, fostering innovation, and developing clear digital strategies that align with organizational goals. These are crucial for successfully implementing digital leadership initiatives in high schools. This study provides empirical evidence on barriers and drivers influencing digital leadership practices among high school leaders, enriching existing literature on digital transformation and guiding effective strategies. Keywords: Digital Leadership, Drivers, Barriers, Digital Transformation, High School Leaders
John Olayemi Okunlola (Wed,) studied this question.