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Georgy Cheshkov has a wide range of work experience in the software engineering field. Georgy started their career as a Web Developer at Social TRM in October 2011 and worked there until May 2012. From June 2012 to December 2014, they worked as a Software Developer on a freelance basis. In November 2014, they joined Whitescape OÜ as a CTO and remained in that role until February 2017. Georgy then became the CTO and Co-Founder of Tarlena in February 2017. After leaving Tarlena, Georgy served as the CTO of Finrazor from February to November 2018. In January 2021, they joined Toptal as a Tech Lead and Senior Software Engineer. Currently, Georgy is working at Close as a Senior Software Engineer starting from February 2023.

Georgy Cheshkov pursued their education from 1996 to 2002 at Southern Federal University (formerly known as Rostov State University), where they obtained a Master's degree in Physics.