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Jeswin Mathai has a rich work experience spanning several companies and roles. Jeswin currently holds the position of Chief Architect at SquareX, starting from 2023. Prior to this, they worked at INE as the Chief Architect for the Lab Platform, where they led the team responsible for building and managing the lab infrastructure from 2021 to 2023. Jeswin also served as a Senior Security Researcher at INE from 2021 to 2022.

Before joining INE, Jeswin worked at Pentester Academy as a Senior Security Researcher from 2018 to 2021, where they were part of the Platform Engineering Team and conducted bootcamps on cloud security. Jeswin started as a Security Researcher in 2018 before becoming a Senior Security Researcher. Jeswin also interned at Pentester Academy as a Security Researcher, where they contributed to various projects such as Wireshark plugins and Nmap plugins.

In 2018, Jeswin co-founded the InfoSec Society at IIIT Bhubaneswar, where they performed security auditing of government portals and conducted awareness workshops for government institutions. Jeswin also completed a summer internship at the Bhabha Atomic Research Centre in 2016.

Jeswin Mathai attended the International Institute of Information Technology, Bhubaneswar from 2014 to 2018, where they obtained a Bachelor's Degree in Computer Science.