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Kenneth Kapalowski has extensive work experience in various roles and companies. Kenneth started their career in 1997 as the owner of Digital Devices. In 2000, they founded TimeMachineforHire.com and served as the owner. In 2005, they joined Kyozou Inc as part of the operations team until 2007. From 2007 onwards, Kenneth worked at goTRG in various roles, including Business Development (2007-2010), Vice President Infrastructure (2010-2018), Sr. Director (2018-2021), and currently as the Vice President of Product Development. Additionally, they were also a producer at WereGoingBack.com from 2010 to 2015.

Kenneth Kapalowski completed their Bachelor's degree in Management Economics, Computer and System Engineering from the University of Guelph, where they studied from 1997 to 2003. Kenneth also obtained a Bachelor's degree in Business/Managerial Economics from the same university during the same period. In addition to their formal education, Kenneth Kapalowski has acquired several certifications including PMC Level I and PMC Level II from Pragmatic Institute in July 2021. Kenneth also obtained the Agile Fundamentals certification from ICAgile in August 2019.