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Johnathan Riddle has a diverse work experience, with their most recent role being the Director of Operations at Grandy's since September 2019. Prior to that, they were a District Manager at Dollar General from February 2019 to August 2019. Johnathan also has extensive experience at JCPenney, where they held various management positions, including Territory Operations Senior Manager, District Operations Manager, Operations Manager, Merchandise Presentation Manager, and Human Resources Manager. Additionally, they briefly owned Ruthless Extreme Gym from July 2013 to December 2013.

Johnathan Riddle pursued their education in a chronological manner. From 2009 to 2012, they attended Oklahoma City Community College, where they earned an Associate of Science (A.S.) degree in Computer Science. Subsequently, from 2012 to 2014, they enrolled at the University of Central Oklahoma, where they obtained a Bachelor of Business Management degree, specializing in Business Management.