This project seeks to look at integration possibilities of Cortana’s Natural language processing capacities in Microsoft’s vast ecosystem of products within educational setting. Multiple concepts and products are explored and the solution is derived in the form of a collection of assistive tools (Correction pen, Doubt pen, the Reward center, Self-correction mode(Micro activities based on mistakes)) for both students & teachers as a plug-in (LINGOS) for OneNote (a classroom management notebook).