This qualitative study explores innovative strategies in educational management to enhance learning quality in the digital era, with a specific focus on the Indonesian educational context. The research employs a comprehensive qualitative methodology including case studies, phenomenological analysis, and document examination to understand how educational institutions can effectively implement digital transformation strategies. The study reveals that successful digital educational management requires a multi-dimensional approach encompassing strategic planning, technology integration, teacher professional development, and stakeholder engagement. Key findings indicate that educational institutions implementing comprehensive digital transformation strategies show significant improvements in learning outcomes, with Indonesia's Merdeka Belajar initiative demonstrating a 14% increase in literacy competency and 27% increase in numeracy among students. The research identifies critical success factors including transformational leadership, data-driven decision making, personalized learning approaches, and robust digital infrastructure. However, challenges persist including the digital divide between urban and rural areas, inadequate teacher digital literacy, and infrastructure limitations. The study concludes that innovative educational management strategies must address these challenges through collaborative stakeholder approaches, continuous professional development, and equitable technology access to ensure inclusive digital education transformation