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Aparajito Sengupta has a diverse work experience. In 2008, they started their career as a Sr. Visualiser at Triton Communications and worked there until 2010. From 2010 to 2011, they worked as an Art Director at Head and Heart, overseeing creative jobs for clients. In 2011, they joined Infostretch as a Senior User Experience Architect and continued in that role until 2021. Currently, they are working at Apexon, starting as a Principal UX Architect in 2022 and subsequently becoming a Senior Partner - User Experience in 2023. The specific end dates for their roles at Apexon are not provided.

From 1993 to 1996, Aparajito Sengupta pursued a Bachelor of Commerce (B.Com.) degree with a specialization in Business/Commerce, General at Kolkata.