CPT Kevin Fleming is originally from Chelmsford, Massachusetts. He graduated from the United States Military Academy with a degree in History in 2014. He commissioned as an Armor Officer and was assigned to the 4th Squadron, 2nd Cavalry Regiment, Vilseck Germany, where he served as a recon platoon leader, executive officer, and assistant operations officer. In 2018, Kevin attended the Maneuver Captains Career Course at Fort Benning, GA (known as Fort Moore, GA since 2023). He was then assigned to the 5th Squadron, 7th Cavalry Regiment where he served as the Squadron Planner, B Troop Commander, and HHT Commander at Fort Stewart, GA, Camp Hovey, South Korea, and Grafenwöhr, Germany. Kevin earned his MA in history from Temple University in May 2024. He is married to Daina and has two daughters.