Ethiopia's digital education progress, accelerated by the COVID-19 pandemic, faces significant hurdles due to infrastructure gaps, uneven connectivity, and a lack of digital readiness across regions. A key challenge is the absence of a shared operating infrastructure and framework, which prevents EdTech solutions from scaling effectively. While connectivity and digital infrastructure have expanded, structural bottlenecks like policy standardization and platform integration remain. Adoption is higher in urban and private schools, leaving much of the public system behind. Discussions, highlighted on EdTech Mondays Ethiopia, emphasize the need for system-level interconnection, government leadership in infrastructure, private sector collaboration, and inclusive design for diverse users. Challenges also include language barriers and financing difficulties, with calls for blended finance models and government incentives to ensure equitable access and sustainable growth in the EdTech sector, ultimately aiming for connected systems rather than fragmented ones.