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Kyle Stewart has a comprehensive work experience starting in 2008 as a Warehouse Associate at Oracal USA. In 2009, they worked as a Preloader at UPS before moving on to join Blue Streak Couriers in 2010. At Blue Streak Couriers, they held various positions including Customer Service Representative, Customer Service Supervisor, Dispatch Lead, Dispatch Manager, Operations Manager, and Senior Operations Manager. In these roles, they demonstrated strong leadership skills by supervising staff, implementing new processes and technologies, negotiating contracts, ensuring compliance with regulations, and optimizing efficiency and profitability. Kyle also successfully implemented a new final mile box truck delivery operation in Jacksonville, FL for major clients. Finally, in 2023, Kyle Stewart became the Director of HR/Compliance & Customer Experience at Blue Streak Couriers.

Kyle Stewart's education history includes attending multiple universities and pursuing a Bachelor of Business Administration degree. From 2011 to 2017, they attended the University of North Florida and completed a dual major in Management and Transportation and Logistics. Prior to that, from 2009 to 2010, they briefly attended Armstrong State University, although the degree and field of study are unspecified. In 2008, they attended North Greenville University, focusing on Business Administration and Management.