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Wendelin Wolfe has a diverse work experience. From 2021 to present, they have been a Business Development employee at Secure, an emergency savings program. From 2019 to 2021, they worked as a Business Development Manager and Representative at Ford of Northampton. From 2016 to 2019, they worked as a Business Development Representative and Manager at Yankee, Rockland, Brunswick Ford. From 2013 to 2016, they worked at the University of Maine as an Innovate for Maine Fellow and Program Coordinator for the SMART Program. Finally, from 2012 to 2013, they worked at Southern Maine Community College as a Staff Assistant, Center for Student Activities and Leadership and Writing and Mathematics Tutor.

Wendelin Wolfe attended Southern Maine Community College from 2011 to 2013, where they earned an Associate of Arts (A.A.) degree in Engineering.