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Gary R. began their work experience in 2008 as an Analyst at the Office of Naval Intelligence. Gary worked there until 2011. In 2014, they joined the US Navy and became an Aviation Department Head, a role they held until 2017. Since 2017, they have been working as a Simulator Instructor at Delaware Resource Group.

Gary R. received a Bachelor's degree in Computer Technology/Computer Systems Technology from Rogers State University in the years 1999-2002. Gary then pursued a Master's degree in Military Operational Art and Science/Studies from the USAF Air Command and Staff College between 2013 and 2014.