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Shelby Flynn has a diverse work experience. Shelby began their career in 2014 as a Waitstaff Associate for Simply Elegant Catering. In 2016, they took on the role of Director/ Technical Director/ Audio Technician for Fitchburg Access Television. Shelby also worked as an Intern for Monkeyland Audio, Inc. and as a Jimmy Fund phone-a-thon for NESN. In 2017, they worked as an Office Production Assistant, Heluva Good Dip Commercial, Staples Training Video, and Bank of America Commercial for Newfangled Studios. In 2018, they worked as an Office Assistant for New England Legal Foundation and as a US Cellular and Amica Commercial for Sweet Rickey. Finally, they are currently working as an HR & Recruiting Coordinator for LabCentral.

Shelby Flynn attended Fitchburg State University from 2013 to 2017, where they earned a Bachelor of Arts (B.A.) in Communication and Media Studies and Spanish studies.