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Olivia Bolton has worked in various roles and industries since 2016. Olivia began their career at Aramark as a Retail Sales Assistant in 2016, followed by Youfit Health Clubs where they held roles as a Front Desk Associate, Operations Team Lead, and Operations Manager from 2017-2018. In 2018, they joined SiteZeus as an Operations & Data Intern, followed by roles as an Operations & Data Analyst, Client Success Consultant, and Manager of Support & Professional Services.

Olivia Bolton attended Thomas Jefferson School from 2011 to 2016, where they earned their High School Diploma. Olivia then went on to pursue their Bachelor of Science in Economics & Business Analytics at the University of Tampa - John H. Sykes College of Business from 2016 to 2019.