Captain Kyle Stilwell
Battalion Tactical Officer
CPT Stilwell is from Brooklyn, Connecticut and was commissioned through the United States Military Academy. CPT Stilwell is married to his beautiful and intelligent wife, Lisabette. Together they have two sons, Keegan and Kaleb.
Upon graduating the Armor Officer Basic Course, CPT Stilwell was assigned to the 1-64 Armor Battalion, 2nd Brigade, 3rd Infantry Division. There he served as a Tank Platoon Leader and an Infantry Platoon Leader while deployed to Mosul, Iraq in support of Operation Iraqi Freedom. Upon redeployment, CPT Stilwell served as a Tank Company Executive Officer, before becoming the Battalion Logistics Officer. CPT Stilwell then deployed the Battalion to Afghanistan to augment 3rd Stryker Brigade Combat Team, 2nd Infantry Division in support of Operation Enduring Freedom in RC South. CPT Stilwell then attended the Maneuver Captains Career Course at Fort Benning. Following the Captains Career Course, CPT Stilwell attended Cavalry Leaders Course. CPT Stilwell was then assigned to the 7th Infantry Division as a G3 Future Operations planner at Joint Base Lewis-McChord. Later, CPT Stilwell was assigned to the 201st Battlefield Surveillance Brigade where he assumed command of HHT, 3-38 Cavalry Regiment (Long Range Surveillance).
CPT Stilwell attended graduate school at Columbia University as a member of the Eisenhower Leader Development Program. He earned a Master’s Degree in Organizational Psychology with an emphasis on leader development, coaching, and organizational change in preparation for his current assignment at the United States Military Preparatory School, West Point.
CPT Stilwell’s awards and decorations include the Bronze Star Medal with one Oak Leaf Cluster, the Meritorious Service Medal, the Army Commendation Medal with two Oak leaf clusters, the Army Achievement Medal, the National Defense Service Medal, the Afghanistan Campaign Medal, the Iraqi Campaign Medal, the NATO Service Medal, the Global War on Terrorism Service Medal, and the Combat Action Badge.