This paper explores the digital transformation of education in Moldova, with a comparative analysis of Estonia's successful experience in this area. First, the article provides an overview of the current status of digital transformation in education in Moldova and identifies critical challenges in financing this process. Next, the Education Strategy 2030 in Moldova, which aims to improve the functionality of the educational system through the effective implementation of digital technologies to ensure the quality and sustainability of education, is discussed. The success factors of digital transformation in education in Estonia, including government support, high levels of digital literacy, a strong IT sector, and a culture of innovation and experimentation, are identified. Finally, the paper provides recommendations for financing digital transformation in education in Moldova, including allocating a specific portion of the state budget, seeking funding from international organizations and donors, and exploring opportunities for educational institutions to generate income. The implications for policy and practice and suggestions for future research are also discussed.