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Kyle McCallister has a diverse work experience spanning multiple industries. Kyle began as a Sales Representative at Vector Marketing in 2011 and later interned at The McCallister Law Firm, P.C. in 2012. In 2013, they interned at Kudos Inc. and also worked as a Program Assistant at the Robert L. Perry Juvenile Justice Center. Kyle then joined Show-Me State Games as an intern in 2015. In 2016, they worked at the MLS National Sales Center as a Sales Trainee before moving on to intern at Swope Park Rangers. Kyle's longest tenure was with Philadelphia Union, where they held various roles, including Account Executive, Premium Seating Account Executive, Senior Premium Seating Account Executive, and eventually moved into managerial positions such as Manager of Premium Seating and Corporate Partnerships.

Kyle McCallister attended Central Methodist University from 2010 to 2011, where they studied Business, Management, Marketing, and related support services. Afterward, they pursued their Bachelor of Science degree in Parks, Recreation, and Tourism with a focus on Sport Management at the University of Missouri-Columbia from 2011 to 2015.