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Benjamin Olson has extensive work experience in various roles within the healthcare industry. Benjamin is currently the Director of Customer Success at Gravie since January 2022. Prior to this, they worked as the Director of Customer Service Operations at Blue Cross and Blue Shield of Minnesota from March 2016 to July 2021. Benjamin also served as the Manager of Benefit Plan Administration at Prime Therapeutics from February 2014 to March 2016. Benjamin's earlier roles include Manager of Group Benefit Setup Operations & Quality Assurance, Manager of Enterprise Business Support Services, Supervisor of Operations, Technical Specialist of Operations, and Service Representative at Blue Cross and Blue Shield of Minnesota.

Benjamin Olson attended Hermantown High School from 1990 to 1994, where they obtained a diploma in General Studies. Benjamin later attended Lake Superior College from 1998 to 2000 and earned an Associates of Arts degree.