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Jolene Edwards began their work experience in 2012 at Passport Health, where they served as a Clinical Operations Manager from July 2012 to September 2013. In 2018, they joined Agile Defense, Inc. as a Service Desk Specialist, staying with the company until May 2019. Jolene Edwards then joined the Navy League of the United States in May 2019, starting as a Director of Information Technology and eventually progressing to roles such as Senior Director, Vice President, and currently Senior Vice President of Information Technology.

Jolene Edwards completed their Master's Degree in Cybersecurity Policy from the University of Maryland Global Campus, graduating in 2016. Prior to that, from 2010 to 2012, they earned a Bachelor of Science degree in Health and Wellness from Kaplan University. Jolene also obtained additional certifications including Blackbaud Raiser's Edge Fundamentals from Blackbaud in July 2019 and Security+ from CompTIA in March 2018.