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Heather Woolridge has a diverse work experience spanning several industries. Heather began their career in 1998 as a TV Producer at WITF, Inc., where they worked for over a decade. In 1999, they transitioned to Sportsman's Golf Course, where they served as the Head Golf Professional for ten years. In 2010, Heather joined Mayapple Golf Course and Mayapple Golf Club as the Head Golf Professional until 2015. Heather then returned to WITF, Inc. in 2010, taking on various roles including Continuity Specialist, Director of Community Engagement, and currently, Director of Content & Programming.

Heather Woolridge attended Penn State University--Harrisburg Campus from 1998 to 2000. During their time there, they focused on the field of study in Communications. No specific degree name was mentioned.