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Olivia Dickinson has had a variety of work experiences since 2019. Their most recent position was as a Fashion Marketing Coordinator at Twirlista in 2023. Prior to that, they were a HBO Campus Brand Manager at Riddle & Bloom from September 2022. Olivia also worked as a Crew Member at Dunkin' in 2022 and 2020 where they trained new employees, completed managerial tasks, communicated with coworkers, and prepared orders. Dickinson also worked as a Retail Sales Associate at Tillys in 2021 and a Gymnastics Instructor at First Class Gymnastics from 2019 to 2020.

Olivia Dickinson completed their high school education at Southern High School from 2017 to 2021, where they earned a High School Diploma. Currently, they are pursuing Bachelor of Science in Commerce and Business Administration, with a focus on Marketing and Creative Media at The University of Alabama, from 2021 to 2025.