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Jasdeep Cheema has been working in the tech and aviation industries since 2010. In 2010, they began working as an Aircraft Tech for Kingfisher Airlines, where they were involved in maintenance and 2a,4a and 8a checks and transit checks for ATR 42, ATR 72, Airbus A 319, A 320, A321, A 330. In 2011, they moved to Cathay Pacific Airways as an Aircraft Maintenance Mech, where they worked on aircraft Airbus A330, A340, Boeing 747-400 and was responsible for maintenance, fueling procedures, checks and safety procedures of all these models of aircraft. In 2012, they became Co-Founder and Operations Head of Trilogy Ventures Pvt ltd. In 2014, they Co-Founded Jukebox Studio, which was later acquired by Gaana. In 2018, they took on the role of Business Lead at Gaana Jukebox Studio. Currently, they are the Founder of Privado.ai, a company that bridges the gap between Privacy and Engineering by giving Privacy teams real-time visibility into engineering systems.

Jasdeep Cheema attended Army School from 1994 to 2006, where they obtained their High School degree. Jasdeep then attended DGCA (Director General of Civil Aviation) Govt of India from 2007 to 2010, where they obtained their Aircraft Engineering degree in Airframe Mechanics and Aircraft Maintenance Technology/Technician.