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Michael Kansky has over twenty years of professional experience. Michael began their career in 2000 as a Programmer for ASI Business Solutions. Michael then held a System Engineer role at ASI Business Solutions from 2001-2003. During this time, they also worked as a Consultant for the Law School Admission Council from 2001-2003. In 2003, they became a Consultant for SunGard. In 2013, they took on a Student role at Landmark. In 2015, they founded and became the CEO of HelpSquad. In 2019, they co-founded Big Mouth Survey and became the CMO. Additionally, Michael is the Founder and CTO of LiveHelpNow, a role they have held since 2003.

Michael Kansky received their Bachelor of Science in Computer Science from the National Technical University of Ukraine 'Kyiv Polytechnic Institute'\u200b between 1993 and 1997.