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Robert MacLeod has over 20 years of work experience in the insurance industry. Robert began their career at National Life Insurance Company in 1998, where they held various roles including Director of COLI Insurance Operations and Project Manager. In these positions, they were responsible for implementing and managing insurance products. In 2007, they worked as a Project Management and Insurance Consultant at Edgewater Technology. Then in 2009, they joined Union Mutual Insurance Company as the Director of the Project Management Office. Robert eventually became an Assistant Vice President - IT at Union Mutual of Vermont in 2013. Throughout their career, Robert has demonstrated strong project management and leadership skills in the insurance industry.

Robert MacLeod's education history includes a Bachelor of Arts degree in Mathematics from the University of Vermont. No specific start or end year for this education is mentioned.