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Jessie McCaslin has a diverse work experience in graphic design and marketing. In 2014, they started as a Graphic Design Intern at IronGate Creative and later became a Marketing and Design Assistant at Ball State University Dining. At Ball State, they also took on the role of Designer for BSU @ the Fair. In 2015, they began working as a Freelance Designer at Kindred Ink. In 2016, Jessie joined TrendyMinds as a Jr. Designer and gradually progressed to the role of Designer before becoming a Senior Designer in 2022. Jessie is currently employed at TrendyMinds, contributing their design skills to the company.

From 2012 to 2015, Jessie McCaslin attended Ball State University, where they obtained a Bachelor of Science (B.S.) degree in Journalism Graphics and Marketing.