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Jennifer D'Alimonte has a diverse work experience, starting in 2012 as a server at SUNRISE CARIBBEAN WHOLEFOODS LTD. Jennifer later worked as a Brand Ambassador for JUST EAT and as a Sales Executive at Centre Hi Fi Audio Video. In 2014, they gained bartending experience at Biftek Bar and worked as a Hostess, Server, and Bartender at Waterfront Bistro. Jennifer also worked as a Sports Officiator at McGill University and as an English Language Teacher at Maple Bear Global Schools Ltd. Jennifer then joined 5514 KM Corporation, where they held various roles as a Sales and Marketing Specialist, Account Manager, and Marketing Administrator. In 2021, Jennifer became an Instructor at SPINCO before joining Corby Spirit and Wine Limited in 2022 as an Assistant Brand Manager. Throughout their career, Jennifer has demonstrated skills in marketing, sales, account management, teaching, and customer service.

Jennifer D'Alimonte attended Trinity College School from 2005 to 2011, where they completed their high school education. Following that, they pursued higher education at McGill University from 2011 to 2015. At McGill, they obtained a Bachelor of Arts degree with a focus on Marketing, Communications, and Sociology.