Swamy began his career in India as a teacher in 1998 before he moved to the United States in 2001. He joined Xceedium Inc, a New York based startup specializing in network security software and identity management solutions. In 2002 He joined the University Of Louisville to pursue his Masters in Computer Engineering. In 2005, he joined Agencyport Software, a Boston based startup that develops software for the insurance industry. He held roles in Product Development, Research, and Sales over the course of 10 years helping Agencyport grow organically into an industry leader. He played a pivotal role in conceptualizing and prototyping a mobile application that was adopted as Agencyport's flagship mobile offering. Swamy currently serves as the CTO of Sandboxx, a military lifestyle platform that he co-founded in 2014. Swamy is actively involved in several projects which help him evaluate and keep up with trending technologies.