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Jessica Bosworth has a diverse work experience spanning over several industries. Jessica started their career as a Loan Administrative Secretary at Farm Credit Services of America in 1983, where they handled daily office duties, prepared loan documentation, and assisted customers. In 1988, they became the Managing Owner of JB's Furnish it Mart, a used furniture store where they purchased furniture, sold on consignment, and managed a balloon business on the side. In 1993, they joined Midstates Bank, NA as Vice President of Residential Lending, where they attracted new mortgage loan applications, conducted sales calls, and approved loans.

Jessica Bosworth's education history can be summarized as follows:

In 1972, they attended Logan Magnolia High School and graduated with a high school diploma in 1975.

From 1976 to 1977, they studied at CEU Business School in Omaha, Nebraska, focusing on business but did not earn a specific degree.

In 1998, they completed the State of Iowa Life and Health Insurance Class, becoming a licensed insurance agent.

In 2000, they attended the Iowa Bankers Association, where they studied at the Iowa Consumer Credit School, but did not acquire a degree.