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Garry Hennis began their work experience in 2005 as the SVP/COO at Presby's Inspired Life, where they worked until 2011. In September 2011, they transitioned to become the Chief Operating Officer at Westminster Communities of Florida and continues to hold this position.

Garry Hennis attended Penn State University from an unknown start year until 1984, where they completed a Bachelor of Science (B.S.) degree in Health Planning and Administration. From 1985 to 1988, they studied at Gannon University, focusing on Health Services, Allied Health, and Health Sciences in a General field of study.