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John Nentwig has a diverse work experience in the insurance industry. John began their career in 1998 with Blue Cross Blue Shield of Minnesota as an Account Executive for MII Life. John later became the Director of Sales for MII Life from 2003 to 2006. In 2006, John joined Newman Long Term Care as a Long Term Care Insurance Specialist, where they worked until 2011. Since 2012, they have been employed by LTC Financial Partners as a Long Term Care Insurance Specialist.

John Nentwig earned a Bachelor of Fine Arts (BFA) degree from the University of Minnesota Duluth, where they attended from 1984 to 1989. Prior to their university education, they attended Kellogg High School, although specific details about their degree or field of study during this period are not provided.