The ecosystem of skilling & placement in India is faced with unique set of challenges. On one hand there are millions of unemployed youth looking for suitable opportunities in an apparently low demand market. While on the other, employers believe that there is a dearth of skilled talent. This problem persists despite numerous skill development programs being conducted by the government across the country. The prime reason for the lacuna is the absence of a scalable platform adopting a holistic approach towards solving these eco-system challenges, thereby unable to provide the right opportunity to all stakeholders. In order to address this employment paradox the social inclusion team at Mindtree, in collaboration with UNDP India, decided to develop a Digital Employability Marketplace based on the principle of platform economics. The idea was to develop a multi-sided cloud based platform leveraging information technology to enable meaningful interactions between stakeholders and processes.