During the interim period that he was away from MIT, Gupta served as Phyllis and Ivan Seidenberg Endowed Professor and Dean of the Seidenberg School of Computer Science and Information Systems at Pace University, USA and as the Thomas R. Brown Professor of Management and Technology at the University of Arizona, USA. At the latter university, he was also Professor of Entrepreneuship and Professor of MIS at Eller College of Management, Professor of Computer Science in College of Science, Professor of Latin American Studies in College of Social and Behavioral Sciences, Professor of Community, Environment and Policy in Mel & Enid Zuckerman College of Public Health, Professor at James E. Rogers College of Law, Member of the HOPE Center in College of Pharmacy, and the Director of Nexus of Entrepreneurship and Technology Initiative at the University of Arizona.