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Jess Holmes has a diverse work experience. In 2019, they worked as a Sales Associate at ACE Hardware and later at JCPenney. In 2020, they worked as a Tailor at The Buckle, Inc. In 2021, they worked as a Sales Associate at Penn Bookstore. In 2022, they interned as a Design and Development Intern at A Wish Come True. In 2023, they continued their journey with A Wish Come True as a Design Assistant.

From 2019 to 2023, Jess Holmes attended Drexel University's Westphal College of Media Arts & Design. During this time, Jess pursued a Bachelor of Science degree with a minor in Marketing, specializing in Fashion/Apparel Design.