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Jai Chitkara began their work experience in 2016 as a Commission Sales Associate at Astro Vision. They then worked as a Third-party Debt Collector at MVCs Technologies from May 2017 to July 2019. In December 2019, Jai became a Business Owner at Lakshay Enterprises, where they worked until March 2023. From February 2023, Jai has been a Sales Associate and Ticket Sales Representative at Mondee.

Jai Chitkara began their education at Navyug School, where they pursued a 12th grade degree in Business/Commerce, without specifying the start or end year. Later, Jai enrolled in the National Open School board NIOS Admission Form for Class 10th and 12th in 2019-20 to pursue a Bachelor of Business Administration (BBA) in Business Administration and Management, General. No end year is provided for this educational pursuit.