Most of the people attending a conference or workshop experience problems in meeting the right people to discuss their ideas due to reasons such as sociality, prejudice and inadequate experience etc. This thesis project aims to make a beforehand and empirical research for an online interactive tool that enables people communicate and share their thoughts and reactions on a shared event despite community size and geographic distribution. Existing online mass interaction systems and tools are evaluated, and potential users and organizers are interviewed. Following the functional requirement architecture, a design prototype is outlined briefly. An original idea of a matchmaking tool/module of the system will be introduced with aspect of Natural Language Processing.