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Brittany Drewiske has a diverse work experience starting from their role as a Technology Assistance Center Work Study at Edgewood College in 2009. Brittany then became the School of Education Web Master at the same institution from 2010 to 2011. After that, they joined AmeriCorps VISTA as a Communications VISTA with Goodhue County Habitat for Humanity from 2012 to 2013. Brittany then moved on to work as an AmeriCorps Site Supervisor at Flatirons Habitat for Humanity from 2013 to 2015. In 2015, they became a Guest Relations Specialist at Celestial Seasonings Tour and Tea Shop until 2017. Brittany then worked as a Graphic Designer at Princess Paradise from 2016 to 2017. Following that, they joined Milan Laser Hair Removal and held multiple roles including Administrative Assistant, Travel Administrative Assistant, and Administrative Assistant Trainer from 2017 to 2020. Most recently, they are serving as an Office Manager at Westwood Professional Services, starting in December 2020.

Brittany Drewiske attended Edgewood College from 2008 to 2012, where they pursued a Bachelor of Science degree. Their field of study included Graphic Design and Computer Information Systems. In 2012, Brittany briefly studied at the University of Helsinki; however, the degree they obtained during this period is unspecified. Their field of study at the University of Helsinki focused on Area, Ethnic, Cultural, Gender, and Group Studies.