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Roman Chekryzhov has a diverse work experience in the field of software development. Roman started their career as a Software Developer at Accretech Software Khabarovsk in 2008 and then worked as a Software Developer at Tosey Systems Co. Ltd in Japan from 2009 to 2013. Roman then pursued freelance work as a Freelancer from 2013 to 2015. In 2015, they joined Sush Mobile as a .Net Developer, where they worked until 2017. Roman then worked as a Senior Software Developer at Debitsuccess for a brief period from April 2017 to July 2017. Roman then joined Cornerstone OnDemand as a Software Engineer in August 2017 and worked there until November 2019. Currently, Roman is working at Pushpay as a Senior Software Development Engineer 1 since November 2019.

Roman Chekryzhov began their education in 2001 at Khabarovs State Technical University of Technology, where they pursued a Bachelor of Science degree in Computer Science. Roman attended this institution until 2005. Additionally, from 2005 to 2008, Roman simultaneously studied at Pacific National University, completing a Master of Science degree in Computer Science. During this same period, they also enrolled at the Russian-German Institute of Computer Science, although the specific degree obtained is not mentioned.