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Jessica Behn has a diverse work experience spanning several companies and roles. Jessica started their career as an intern at Youth Services of Southern Wisconsin - Peer Court in 2008, where they gained knowledge of the juvenile criminal legal system and managed their own caseload. In 2009, they joined Carson's Carryout as an Office Supervisor, overseeing a large workforce and handling various responsibilities such as payroll and employee relations. Jessica later joined Target in 2009 as a Team Lead, where they supervised the sales floor and ensured a productive work environment. From 2012 to 2016, Jessica worked at Goodwill Industries of Southeastern Wisconsin, Inc. as a Retail Supervisor, leading and motivating associates and contributing to the company's growth. Jessica then joined BP Peterman Law Group, LLC in 2015 as an Accounting Assistant, handling tasks such as invoicing and accounts payable/receivable. Currently, they are working at Grunau Company as a Subcontract Specialist and Project Coordinator since 2019.

Jessica Behn completed their Master's degree in Accounting at the University of Wisconsin-Milwaukee from 2019 to 2021. Prior to that, they earned their Bachelor of Arts degree in Legal Studies at the University of Wisconsin-Madison.