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Jitender Singh has over 20 years of work experience. Jitender is currently employed as the Senior Director of Engineering at CaaStle, a position they have held since October 2022. Prior to this role, Jitender worked as a Sr Architect at CaaStle from January 2021 to November 2022. Jitender also served as a Sr. Principal Engineer at the company from May 2012 to January 2021. Before joining CaaStle, Jitender worked at Bally Technologies as an Associate Manager Technology from March 2012 to May 2012. Jitender also held the positions of Senior Lead Analyst from March 2011 to February 2012 and Lead Analyst from January 2010 to February 2011 at Bally Technologies. Jitender's earlier work experience includes roles at FirstRain as an Associate Architect from June 2004 to January 2010, InfoGain India Pvt. Ltd. as a Software Engineer from January 2004 to May 2004, and HCL Technologies Ltd. as a Trainee Software Engineer from January 2002 to August 2002.

Jitender Singh holds an M.Tech. degree in Computer and Systems Study from Jawaharlal Nehru Technological University, which they completed from 2002 to 2003. Jitender also obtained an MCA (Master of Computer Applications) degree in Computer Applications from Maharshi Dayanand University from 1998 to 2002. Prior to that, they completed their B.Sc. in Computer Science from Maharshi Dayanand University from 1995 to 1998. Jitender Singh also participated in the Senior Management Programme in Business Administration and Management at the Indian Institute of Management, Calcutta from 2014 to 2015. Jitender completed their secondary education at SM Hindu Sr. Sec School.