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Maddie Flanagan has held a variety of roles in the past few years. In 2021, they began working as a Marketing Associate for MUSH and a Family Division Court Intern for the Court of Common Pleas of Allegheny County. In 2022, they began working as a Reunification Intern for the Centre County Youth Services Bureau. Before that, they held roles with Penn State THON\u2122, starting in 2018, including Hospitality Dancer Meals Captain, Hospitality Greek Organization Liaison, Hospitality Cadet, and Hospitality Committee Member. Additionally, they were a Director of Canvassing and Outreach for Delta Gamma in 2019.

Maddie Flanagan received their Bachelor of Science in Rehabilitation and Human Services, Child Maltreatment & Advocacy Studies from Penn State University in 2022. Maddie attended Fox Chapel Area High School from 2014 to 2018.