Singapore has implemented three masterplans for integrating information and communication technology (ICT) into education since 1997. The first plan from 1997-2002 focused on building the foundation by providing ICT infrastructure and training for teachers. The second plan from 2003-2008 aimed to seed innovation by giving some schools autonomy over ICT funds. The third plan from 2009 onward looks to strengthen and scale ICT integration by further embedding ICT into the curriculum, assessment, and teaching guides. Key lessons learned include the importance of teacher readiness, a multi-stakeholder approach, and balancing centralization with school autonomy. Ongoing challenges include bridging the gap between ICT skills and effective teaching.