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Holly H. has a long and varied work history. Holly began their career in 2002 as an Assistant Manager at Banana Republic. In 2006, they became the Human Resources Manager at Gap Outlet. From 2013 to 2016, they worked as a Coordinator at MOPS International, where they coordinated and implemented fundraisers. In 2017, they began working at Gazette-Mail as a Multimedia Advertising Executive. In 2018, they moved to HD Media (formerly Gazette-Mail) as a Senior Digital Advertising Executive. In 2020, they became a Digital Advertising Strategist at Local Impact and also started their own business, Targeted Effect Advertising Firm, LLC, where they serve as the Owner.

Holly H. attended Millersville University of Pennsylvania from 2001 to 2005, where they obtained a Bachelor's Degree in Speech Communication with a PR focus.