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Terry Gentry worked at U.S. Bank from January 1988 to November 1999, where they held the role of Vice President. In 1999, they joined The Richman Group as Executive Vice President.

Terry Gentry's education history includes attending Pacific Coast Banking School, where the degree name and field of study are not specified. Terry also studied at Portland State University, earning a Bachelor of Science (BS) degree in Business, Management, Marketing, and Related Support Services. Additionally, Terry obtained a Master of Science (MS) degree in Political Economy from Portland State University. The start and end years for each educational experience are not provided.