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Herschel Bentley has held various CEO roles throughout their work experience. Herschel served as CEO at the US Student Loan Center and at the National Credit Federation, where they assisted individuals in credit repair and improving their credit scores. Additionally, they were the CEO of Business Credit Ally and served as the President of Smart Debt Relief.Org. Herschel also worked as a coach at the Prosperity Network for Credit Professionals.

Herschel Bentley's education history includes enrollment at the University of Hard Knocks, where they pursued a degree called "Been There Done That." No further information regarding specific years or field of study is provided.