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Shayla Kelly has a wide range of work experience, beginning in 2016. In 2016, they worked as a Sales Associate at Anthropologie and as a Fashion Editorial Intern at The Impression. In 2017, they worked as a Social Media and Marketing Coordinator and Marketing Intern at Water is Life Kenya, a Marketing and Production Intern at Wedding Salon, and a Sales Associate at Athleta. In 2018, they worked as a Marketing and Social Media Intern at MAISON DE PAPILLON LLC, a Men's Fashion Week Intern at Sean Suen, Icosae, Henrik Vibskov, and a Haute Couture Fashion Week Intern at Alexandre Vauthier, Georges Hobeika, Antonio Ortega, Yanina Couture, Celia Kritharioti. In 2020, they worked as a Content Manager and Social Media & Marketing Manager at Arootah and as a Marketing Coordinator at Island Destinations.

Shayla Kelly attended Weston High School from 2011 to 2015. Shayla then attended the University of Delaware, where they earned a Bachelor of Science in Fashion Merchandising in 2019. In 2018, they took part in a study abroad program at the Paris American Academy, also in the field of Fashion Merchandising.