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Roopesh Radhakrishnan started their work experience in 2000 as a Program Analyst at Vishwas software exports Pvt Ltd. Roopesh then joined Grep consultants Pvt Ltd as a Project Lead in 2002. In 2004, they became a Software Specialist at Patni Computer Systems. In 2011, they joined Rolta India Limited as an Executive Manager, Software. Currently, they are working at MariApps Marine Solutions, first as a Program Manager from 2019 to 2022, and then as the Head of COE - Delivery from January 2022 onwards.

Roopesh Radhakrishnan completed their Executive Management degree in Business, Management, Marketing, and Related Support Services from IIT Bombay - Shailesh J. Mehta School of Management in the year 2012-2013. Prior to that, they pursued their PGDBM in Business Administration and Management from SVKM's Narsee Monjee Institute of Management Studies (NMIMS), the duration of which is not specified. In 1998-2001, Roopesh attended the National Institute of Information Technology, Bangalore, focusing on Information Technology. Before that, from 1994-1997, they were enrolled at Calicut University, Thenhipalem, Malapuram, but the specific degree and field of study are not provided.

Roopesh Radhakrishnan also holds additional certifications. In February 2019, they obtained the Certified ScrumMaster (CSM) certification from Scrum Alliance. Furthermore, in August 2018, Roopesh received the CMMI SCAMPI V1.3 certification from KPMG India.