From 2012 to 2015, Gupta worked at Pace University: Seidenberg School of Computer Science for Information Systems. As the Founder and Head of the “Nexus of Entrepreneurship and Technology” initiative, Gupta interacted with the trustees of the Thomas R. Brown Foundation to delineate and refine ideas that are of high interest to the individuals who have sponsored the endowed chair. He initiated efforts to establish major interdisciplinary initiatives in telehealth and three other areas. He supervised partnerships with healthcare IT startups and jointly won several New York City’s Pilot Health Tech Innovative Project Awards and initiated new partnerships with government agencies and private organizations. One of the projects, The Telehealth Intervention Program for Seniors (TIPS), was selected for a National Association of Counties (NACo) Achievement Award in 2016.