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Will Frain has accumulated diverse experience in the service and retail industries, currently employed as a Cart Barn Attendee and Caddie at Myopia Hunt Club since June 2015 and as a Caddie at Essex County Club since May 2021. Frain also worked as a Retail Educator at lululemon from June 2022 to January 2024, focusing on educating customers about product specifics and fostering an inclusive community. Additional experience includes a role as a Mover at Mass Bay Movers, LLC from March 2020 to September 2020. Educational qualifications include ongoing Master's studies in Business Administration with a focus on Finance at Endicott College, a Bachelor of Science in Economics from Trinity College-Hartford, and a Bachelor of Business Administration in Operations Management and Supervision from the Isenberg School of Management at UMass Amherst. Frain completed secondary education at St. John's Prep, graduating in 2020.