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Oleg Subotin has a diverse work experience, with a focus on software development and leadership roles. Oleg started their career as a Lecturer at Computer Academy STEP in 2006. Oleg then worked as a Lecturer at nezabarom.ua from January 2006 to July 2006 and as a Web Developer from August 2006 to May 2007. Moving forward, Oleg served as the CTO at Vivax Studio from August 2008 to July 2009. Following that, they joined IT Craft as a Senior PHP Developer from August 2009 to January 2011. Oleg then worked as a Team Lead at MWDN Ltd from January 2011 to April 2012, followed by a role as a Dev Lead at Eastern Peak Software from May 2012 to October 2014. Oleg also served as a Technical Architect at Maximum Education from February 2013 to October 2014. Continuing their career, Oleg worked as a Senior PHP Developer at CupoNation from November 2014 to July 2015 and at Brightgrove Ltd. from November 2014 to July 2015. Finally, they joined Rallyware in August 2015 as the VP of Engineering, where they remain to this day.

From 2000 to 2005, Oleg Subotin attended Kharkiv National University of Internal Affairs where they pursued a Master's degree in Systems of Technical Information Security.