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Jesse Simpson has over 10 years of work experience, starting as a clerical associate in 2008 at Humber River Hospital. In 2016, they worked as a social media manager at The House Toronto before becoming an online marketing manager at Platinum Liquidations Inc. In 2018, Jesse became a copywriter at Playtika where they led creative direction and scriptwriting for video campaigns and managed freelancers. In 2021, Jesse became a monetization manager at DGN Games, and in 2023, they became the Live Ops Manager at Candivore. Throughout their career, Jesse has managed social media content, created campaigns and visuals, and led daily tasks and copywriting assignments for various teams.

Jesse Simpson attended Reichman University from 2013 to 2016, where they obtained a Bachelor of Arts degree in Communications.