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Rich Hess has an extensive work experience in business development, sales, and employee benefits consulting. Rich has held roles such as SVP Of Business Development and Director Of Business Development at Healthcare Highways, Inc. Additionally, they have been an Owner at Signarama and worked as an Employee benefits consultant at Gallagher Benefit Services. Prior to this, they were a Partner at Allied Benefits Group.

Rich Hess attended the University of Central Oklahoma from 1990 to 1993, where they earned a Bachelor's degree in Business Administration and Management. Rich also attended the United States Marine Corps from 1990 to 1996, focusing on Desert Storm studies.