The present paper analyzes the Digital India Program, progress made on its inclusiveness across each and every target user, and the challenges it confronts. It demonstrates how the COVID-19 pandemic with its social distancing norm and lockdown scenario has made a real contribution to boost the digital aspirations of the country’s citizens with the positive feedback action. To proceed further to make India truly digital, the paper suggests five strategies, viz., internet infrastructure to be leapfrogged, all stakeholders to work together as partners, capacity building of program executors, confidence building of users, and encouraging cocreation making it user centric.