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Olivia Bolton has a diverse work experience, beginning with a Cashier position at Tory Hill Cafe in 2015. Olivia then held the role of Vice President of Communications for Sigma Kappa Sorority in 2015, followed by a Public Relations Intern position at Tangled Noodles and More in 2016. Olivia also worked as a Digital Content Creator and Marketing and Management Intern at SPIRE Fitness in 2016, and a Guest Services position at A Glo Spa & Salon Co. in 2016. In 2017, they held a Night Salesperson position at Milwaukee Bucks Inc. and an Intern at ESPN Milwaukee position at Good Karma Brands. From 2018 to 2021, they worked as a Marketing and Communications Coordinator at Three Pillars Senior Living Communities, and is currently a Social Media Specialist & Content Creator at Wantable. Most recently, they were hired as a Social Media Coordinator at Winky Lux in 2022.

Olivia Bolton is currently pursuing a Master of Arts in Communications at Marquette University. Olivia previously obtained a Bachelor of Arts in Public Relations and Marketing from Marquette University in 2018. In addition to their degree, they hold certifications from HubSpot and Google, including an Inbound Marketing Certificate, AdWords Fundamental Certificate, and AdWords Search Certificate. Her education history began in 2010 when they obtained their General Education Development from Joseph A. Craig High School.