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Gracie Deale has a wealth of work experience, beginning with their role as Fundraiser for the Trinity Fund Student Outreach Program at Trinity College Student Caller in 2011. Gracie then took on a Ready to Wear Wholesale Intern role at Tory Burch in the same year. In 2013, they worked as a Consumer PR Intern at Shift Communications, followed by a Stylist role at Ralph Lauren in 2014. In 2015, they were employed as a Social Media Manager at The Natori Company, and from 2018 to 2019 they worked as a Marketing Consultant for an Independent Consultant. Her most recent role was as Marketing Director at Jacaranda Living, a female-founded e-commerce company, supplying retailers and wholesalers.

Gracie Deale attended Dana Hall School from 2005 to 2009. Gracie then went on to earn a Bachelor's Degree in English from Trinity College-Hartford. In 2011, they studied French Culture and Modern France at Trinity College in Paris. In 2018, they took a Graphic Design course at Parsons School of Design - The New School. Gracie also has a Digital Marketing Professional Development Gold Standard Course certification from New York University.