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Bill Olsen has extensive experience in the construction industry, with their most recent position being Vice President of Construction Operations at Windover Construction since July 2019. Prior to that, they worked at Shawmut Design and Construction as a Project Executive from April 2017 to June 2019 and as a Senior Project Manager from March 2014 to June 2019. Bill also served as a Superintendent at Wise Construction Corporation from May 2011 to March 2014, and as a Superintendent/Project Manager at William A. Berry & Son, Inc. from September 2002 to April 2011.

Bill Olsen attended Reading Memorial High School, but the specific dates are unknown. After high school, they went on to study at Wentworth Institute of Technology from 1999 to 2003, where they earned a Bachelor's degree in Construction Engineering.