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Teri Hess started their work experience in 1980 at the Herald-Tribune Media Group, where they held the role of Financial Reporting Manager until 2009. In 2009, they became the Finance Director for the same company. In 2016, Teri joined the Ledger Media Group as the Interim Finance Director, a position they held until 2017.

Teri Hess attended Sarasota High School from 1976 to 1978, where they obtained their high school diploma. Following that, they pursued further education at Manatee Technical College from 1980 to 1985, specializing in the field of Accounting and Finance.