CPT Gregory was born 23rd of September 1986 and raised in Shelby N.C.  He started his military studies at R.S Central High School Marine Corps JROTC for two years graduating in 2004 as a Cadet Sergeant. He received his Bachelor of Arts in American History with a Minor in Physics and a Special Focus Study in Foreign Languages from Appalachian State University in May 2008.  

Following his graduation, he enlisted into the United States Army and attended basic training at Fort Benning Freedom CO 2-47 in March of 2013. After achieving the rank of Specialist, he attended Officer Candidate School and commissioned as an officer on June 5, 2014.  CPT Gregory was first assigned as an Ammunition Control Officer in South Korea with the 17th OD Co of the 6th OD BN at Camp Red Cloud in 2015.  While in Korea, CPT Gregory also served as Adjutant to Brig. General Ling, Reserve, within the Joint Logistics Operations Center.  In 2016 after one year in Korea, he was appointed as Platoon Leader for the 602nd Maintenance Auto Platoon at Fort Hood TX in the 553 CSSB.

In 2017, he became the Maintenance Control Officer of 602nd over the services of Auto, S&R, G&E, TMDE and Armament for the units of Fort Hood.  In June of 2017, CPT Gregory was appointed as the Current Plans Officer of the 553 CSSB S3 and was selected to act as a guest OC at Fort Irwin for the month of January in 2018 by the BN.  CPT Gregory attended Captains Career Course in April 2018 graduating in September of that year.  In October of 2018 CPT Gregory was assigned as the Current Operations Officer of the 10 MTN SBDE S3 and was selected, twice, to act as a guest OC at Fort Polk for both February and April of 2019.  In October of 2019 CPT Gregory transferred to the 10th MTN DIVARTY working as the Assistant S4 and serving as the BDE’s chief Financial Liability and Property Loss Investigation manager and expert.  In March of 2020 CPT Gregory was appointed to the SPO of the 548th Combat Sustainment Support Battalion, 10th Sustainment Brigade, 10th Mountain Division (LI) to serve as the Assistant SPO.

He was selected by the 548 CSSB leadership to lead a Logistical Support Team deployed to Atlantic City NJ in support 
of COVID outbreak medical response. There he helped provide logistical and contract support to the first line DOD medical responders. CPT Gregory assumed command of the 514th SMC for 548 CSSB on 27 February 2023, leading the Company through its re organization into Bravo Company 548 DSSB and prepared the unit for its March 2022 deployment to Poland. Upon completion of his command of Bravo Company 548 DSSB he moved on to assume command HHC 548 DSSB on March 28, 2022 for his second command.

In May of 2023 CPT Gregory PCS’d from Fort Drum NY to Troy University, Troy Alabama to assume the position of APMS at Troy University and serve as the Chair of the ROTC program of the University under the direction of the Mustang BN at AUM in the 6th BDE where the school achieved movement from 32nd among schools in CST to 5th among the rankings and training over seventy cadets. While at Troy University CPT Gregory attended the MEC, Masters of Education Course, and completed his Masters in Higher education at Louisville University in Louisville KY.

On June 01, 2026 CPT Gregory reported to ETSU in Johnson City TN as the new APMS and LOGTECH for the ROTC BN.  

CPT Gregory has completed multiple courses and studies, including Airload Planners, GCSS Army Warehouse and Maintenance Management, Environmental Protection Officer Course, Contracting Officer, and Support Operations Level I & II, MEC, and Basic Instructor’s Badge.  

His awards and medals include four Army Commendation Medals, the Army Achievement Medal, the National Defense Service Medal, Global War on Terrorism Service Medal, Korean Defense Service Medal, Army Service Ribbon, and the Over Seas Service Ribbon.