The increasing demand for efficiency and productivity in top management has led to the development of smart office technologies. Using Wellspring University, Benin as a model, this study developed an artificial intelligent-based, smart scheduling system for executive officers in the University system. The system automated most of the daily activities – reminders, deadline management, meeting scheduling and daily appointments – of the Vice Chancellor, Deputy Vice Chancellor, Registrar, Bursar and Librarian. PHP, CSS, HTML and JavaScript tools were harmonized in the design of this work while integrating greedy algorithm for prioritizing tasks and periodic evaluation of the overall performance. Decision extracts from high-powered meetings which could take weeks to get across to the implementers have been made easy with this system, by automatically generating the excerpts and sending them through the intra-communication channel for the executives’ secretaries for validation and onward circulation. The system ensured security and integrity of data through secured login and access control with the AES/RSA encryption. This work has remarkably removed the mundane tasks and laid out a more effective and efficient way of improving productivity and time optimization in management. It shows a smart coordination of executive functions in a twenty-first century and technology-compliant University.