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Holly Cunard began their career in 2008 as a Full-Time Sales Leader at EXPRESS. In 2012, they moved to Target as a Senior Team Leader-Softlines (Apparel and Accessories). In 2014, they joined Robert Half as a Staffing Manager and Division Director, OfficeTeam. In 2021, they joined ReachMobi as a Senior Recruiter, managing a dedicated mobile audience of over 20 million monthly unique users and generating advertising for well-known magazines and highly-trafficked content websites.

Holly Cunard attended the University of Central Florida from 2008 to 2010, where they obtained an Associate of Arts degree in Business/Commerce, General. Holly then attended Florida Gulf Coast University from 2010 to 2013, where they obtained a Bachelor of Science degree in Business Administration and Management, General.