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Rakesh Gupta has a wealth of experience in the business field. Rakesh began their career in 1989 as a Project Manager at Tata Consultancy Services. In 1994, they moved to C.K. Tang Limited as a Product Manager. In 1995, they were appointed Vice President at Infogain. In 2007, they became Vice President - Sales & Operation at Interra Information Technologies (InterraIT). In 2008, they founded Compvue Inc, where they served as Founder & CEO. In 2017, they became Founding Partner at Clover Health Services.

Rakesh Gupta's education history includes an MBA from Santa Clara University from 2004 to 2005, a one-year program in Project & Program Management from the University of California, Santa Cruz from 1999 to 2000, an M.S. in Computer Science & Engineering from IETE from 1989 to 1992, and a B.Tech in Chemical Engineering from the Indian Institute of Technology, Delhi from 1981 to 1985.