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Gagan Weerakkody has been in the workforce since 2016. Gagan began their career as an Associate Business Analyst for Emojot Inc. in 2016. In 2017, they took on the role of Platform Specialist for the same company. In 2018, Gagan began working for DirectFN as a Business Analyst, operating as a liaison between the end client and the engineering team. That same year, they also took on a role as a Passenger Risk Analyst for the Department of Immigration and Emigration Sri Lanka. In 2022, they returned to Emojot Inc. as a Solutions Engineer.

Gagan Weerakkody obtained a High School degree from Ananda College Colombo 10 in 2011. Gagan then went on to obtain an Advanced Diploma in Management Accounting from CIMA in November 2014. In 2013, they began their Bachelor's Degree in Computer/Information Technology Administration and Management from Uva Wellassa University Sri Lanka, which they completed in 2017.