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Ashley Head has a diverse work experience in various companies. They started their career in 2010 as a CAD operator at Tiller Engineering Inc. In 2011, they worked as a CAD operator at SNC-Lavalin. From 2012 to 2014, they served as a CADD operator at Kiewit-Kvaerner Contractors, where they focused on drawing plans for the Hebron GBS project. They also worked as a QC inspector during that time. In 2015, Ashley joined Newfoundland Power as a drafting technician and later took on the roles of GIS Coordinator and Operations Support Analyst. They are currently employed at Newfoundland Power.

Ashley Head attended Academy Canada from 2008 to 2010, studying Computer Aided Drafting. Prior to that, from 2006 to 2008, Ashley attended Memorial University of Newfoundland, pursuing General Studies. Currently, Ashley is enrolled at the Southern Alberta Institute of Technology (SAIT) and is expected to graduate in 2022 with a Bachelor of Applied Technology GIS degree.