This paper describes the scope of a Conversational AI for the CXOs and how it can empower them in their daily data to insights to actions journey. In today’s data-driven business environment, Chief Executive Officers (CXOs) are increasingly expected to engage with data-related matters. While they have access to Business Analysts and Data Scientists, they often find themselves immersed in data, dealing with complex spreadsheets, filters, and formulas. This can be overwhelming, even for tech-savvy CXOs, and consumes a substantial amount of time. Enter Prajna, a Conversational AI solution aimed at providing CXOs with data insights at their fingertips. Prajna, built on the open-source RASA framework, enables CXOs to interact with data, ask questions in plain English, and access a wealth of insights. It also benefits Business Analysts and Data Scientists by facilitating natural language querying of data. Prajna aligns with an organization’s broader business objectives and strategy. The advantages of Prajna include the extraction of faster and deeper insights from complex data, personalized messaging in the era of IoT and e-commerce, cost reduction through automation of routine customer interactions, and the generation of customer insights from interactions and reviews. The system utilizes an open-source dataset from Auckland Airport for a proof of concept. Prajna’s architecture is easy to understand and implement, with deployment options including Kubernetes, Docker, and CMD applications. Prajna’s success is measured by its ability to save time, automate processes, enhance customer experiences, and augment analytics. Notably, it can handle confidential and protected data, bridging the gap between Conversational AI and sensitive organizational information. In conclusion, Prajna represents a revolutionary tool for CXOs, Business Analysts, and Data Scientists, ushering in a new era of conversational data-driven insights and personalization.