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Chandra Shekhar Gupta has an extensive work experience spanning several companies and roles. Starting in 1992, they worked at Lafarge as a Training Coordinator for 14 years. In 2006, they transitioned to Thiess as a T&D Manager before joining Sarda Energy and Mineral Ltd as a Senior HR Manager in 2009. In 2010, they moved to Leighton Asia, India and Offshore as a Project Human Resources Manager. In 2014, they took on the role of Head HR at Larsen & Toubro, Hyderabad Metro Project. Chandra Shekhar then returned to Hindustan Construction Company in 2015 to serve as their Chief Personnel, Admin & CSR Manager in various periods until 2022. From 2021 to 2022, they also held the position of General Manager Human Resources at Greenko Group. Currently, as of 2022, they are the Chief Personnel & Admin Manager at Hindustan Construction Company.

Chandra Shekhar Gupta's education history includes pursuing M.Com, MA, and PGDPM degrees at GGD University in Bilaspur. Additionally, they also studied at the Government Higher Secondary School in Korba. However, no specific start or end years were mentioned for these educational experiences.