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Jenna Pepitone's work experience begins in 2013 as a Marketing Consulting Intern at the Chamness Group. Jenna then worked as a Manager at Colectivo Coffee from 2012 to 2014. In 2015, they joined Experis as an IT Recruiter and later became a Team Lead and then a CORE Performance Consultant until 2018. From 2018 to 2022, Jenna worked at the United Way of Greater Milwaukee & Waukesha County, where they held various roles including Administrative Assistant, Corporate Volunteerism Administrative Loaned Executive, and PR and Digital Content Specialist. Currently, Jenna is working at Lightburn as a Digital Project Manager starting from March 2022.

Jenna Pepitone earned their Bachelor's degree in Organizational Communication from the University of Wisconsin-Milwaukee in 2018.