This article examines the integration of information technology (IT) in education in the Jamaican context during the COVID-19 pandemic and highlights the crisis that has accelerated the need for digital solutions. It discusses how the pandemic exposed and reinforced existing problems, such as structural inequalities, limited digital resources, and economic disparities, especially as they affect students from marginalised communities. This study shows the important role of ICT in changing the educational landscape, enabling access to interactive and self-directed learning across geographic and economic boundaries. Despite these advances, this paper identifies major barriers such as the digital divide, the cost of technology and literacy that hinder the implementation of IT solutions in education. Through a detailed analysis of Jamaica’s education environment during the pandemic, the paper illustrates both innovative responses to these challenges and the critical areas needing attention to promote equitable and inclusive education. Finally, this article highlights the need for continued innovation and investment in IT to prepare education systems for future challenges to ensure no student is left behind.