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Chuck Lionberger started their work experience in 1993 at WSLS-TV, where they served as an Assignment Editor, Executive Producer, News Operations Manager, and Web site production coordinator. Chuck then worked at the Virginia Department of Transportation as a Public Affairs Specialist and Acting Public Affairs Manager from 2004 to 2007. Lionberger also had roles at Roanoke County Public Schools as a Community Relations Specialist in 2007 and at Roanoke County Schools as the Director of Community Relations starting from the same year. Chuck later became an Author for the DisneyDaddy blog from 2009 to 2012. In 2019, Lionberger joined MEI-Travel & Mouse Fan Travel as an Independent Travel Advisor.

Chuck Lionberger completed their Bachelor of Science (BS) degree in Mass Communications from James Madison University from 1989 to 1993. Chuck later pursued their Masters of Communication Management (MCM) degree in Strategic Communication from the University of Southern California from 2012 to 2014. Additionally, they obtained a certification in Accreditation in Public Relations from the Universal Accreditation Board in September 2009.