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Randy Peterson began their work experience in 1994 as the H.S. Band Director at Lancaster Public Schools. Randy then joined TRICOR Insurance, Inc. in August 1997 as a Partner/Vice President of Business Accounts. In the same year, they also started working as a Commercial Pilot, owning and flying various aircraft models.

Randy Peterson completed their Bachelor's degree in Music Education at the University of Wisconsin-Whitewater from 1989 to 1993. Prior to that, they attended the Middleton-Cross Plains Area School District from 1985 to 1989, but no degree or field of study information is available for this period. In addition to their educational background, Randy Peterson obtained a certification in Certified Insurance Counselors (CIC) from The National Alliance for Insurance Education and Research in August 2001.