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Kyle Gregory has a diverse work experience spanning multiple industries. Kyle started their career as a Sales Clerk at Meijer in 2012, where they worked until 2015. From there, they moved on to Dirty Paws Lounge, where they served as a Shift Supervisor from 2015 to 2017. In 2018, Kyle worked as a Server at Boston's Restaurant and Sports Bar for eight months. In 2017, they joined Bodman PLC as a Data Entry/File Clerk and later transitioned to the role of Administrative Assistant / Contract Support in the Enterprise Procurement Group until 2022. Most recently, Kyle has been working as a Recruiting Assistant at A-Line Staffing Solutions since August 2022.

Kyle Gregory attended Macomb Community College from 2014 to 2016, where they pursued a degree in General Studies. Following their time at Macomb, they transferred to Oakland University, where they obtained a Bachelor's degree in Sociology and Anthropology from 2016 to 2018.