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Carlin Jessop has had a varied work experience since 2008. Carlin began their career as a Swimming Coach at York Synchronized Swim Club in 2008, followed by a role as a Camp Counselor at King Day Camp in 2012. In the same year, they also worked as CJ Wealth Builders. In 2013, they worked as a Pro Shop Assistant at ClubLink. In 2016, Carlin worked as a Business Owner at Kalos Creations, as well as a Sephora Collection Ambassador at SEPHORA. From 2018 to 2022, they were a Business Consultant at L'Oréal, and is currently working as a Marketing Associate, Americas at Vistar Media.

Carlin Jessop completed a Bachelor's Degree in Elementary Education and Teaching at Brock University between 2015 and 2016. Prior to that, Carlin attended Brock University from 2011 to 2015, studying a Children and Youth Undergraduate Degree. In 2016, Carlin also completed a Makeup Artistry & Bridal Hair Stylist course at the Canadian Beauty College. Additionally, Carlin holds a Bachelor of Education - BEd from Brock University.