Digital transformation in secondary education requires an approach that goes beyond technology adoption by integrating strategic planning, digital readiness, learning implementation, data-driven evaluation, and graduate competencies. This study aims to develop and evaluate the Digital Learning Strategic Management (DLSM) model as an integrated framework for managing digital learning at SMA Plus Al Hamidy. A Research and Development (R&D) approach was employed through analysis, design, development and validation, implementation, and evaluation stages. The study involved 52 students, nine teachers, one principal, and one student affairs administrator. Data were analyzed using descriptive statistics, model validation, N-Gain analysis, pre-test–post-test comparison, and inter-variable relationship testing. The results showed that DLSM implementation reached 81.13%, while model feasibility achieved 89.40%. Students’ competency scores increased from 66.47 to 84.63, with an N-Gain of 0.54 and a statistically significant pre-test–post-test difference (p < 0.001). Strategic planning, digital readiness, digital learning implementation, and data-driven evaluation were positively associated with graduate competencies, with digital learning implementation demonstrating the strongest relationship (β = 0.361). Graduate competencies were also positively associated with continuous strategic improvement (β = 0.428). The novelty of DLSM lies in integrating strategic planning–digital readiness–digital learning implementation–data-driven evaluation–graduate competencies–continuous improvement into a continuous digital learning management cycle. The proposed model provides a practical framework for secondary schools to manage digital transformation systematically while maintaining a measurable focus on developing graduate competencies.