How might we create new communication between the elderly and the youth through exploring the music heritage of India? The project of "Show and Tell Companion" aims to encourage different generations to tell and show what Indian heritage means to them through a digital music platform and physical activities like pop-up cinema. Nowadays, digital technology can address different cultural activities, aspirations and attitudes; therefore "Show and Tell Companion" applies digital technology to bridge generations, and also encourages them to be proud of their cultural root, to celebrate the joy of life through Indian music all over the world.