Colonel Charles John Winn was commissioned an Infantry Officer upon graduation from Officer Candidate School Class 30-69, 19 September 1969. His first duty assignment was as Training Officer, Company B, 4111 Battalion, 2nd Basic Combat Training Brigade, Fort Gordon, Georgia. | His subsequent duty assignment include: Unit Executive Officer, Headquarters & Company A 3rd Battalion School Brigade, United States Army Southeastern Signal School, Fort Gordon, Georgia; Assistant Mobile Advisory Team Senior Advisor, Military Assistance Command Vietnam, Advisory Team 26, Tuyen Duc Province, Vietnam; Assistant S2 (Attached), 268th Combat Aviation Battalion, 17th Combat Aviation Group, 1st Aviation Brigade, Tu Hoa, Vietnam; Commander, B Company, 1st Battalion, 385th Regiment, 2d Brigade (Basic Combat Training), United States Army Reserve (USAR), Warwick, Rhode Island; Commander, Special Forces Operational Detachment A-46, Company D, 19111 Special Forces Group (Airborne), Rhode Island Army National Guard, Cranston, Rhode Island; Umpire/Evaluator, 76th Division, Maneuver Training Command, USAR, Warwick, Rhode Island; Battalion S-3 Air, 1st Battalion, 69th Infantry, 42nd Infantry Division, New York Army National Guard, Fort Drum, New York; Battalion S-3 Air, and later Combat Support Company Commander, Battalion 5-2, and B Company Commander, 2nd Battalion (Mechanized), 181st Infantry, 26th Infantry Division, Massachusetts Army National Guard (MAARNG) Whitinsville, Massachusetts; Range Control Officer and Assistant Operations Officer, MAARNG Training Site, Camp Edwards, Massachusetts; Battalion S2 and Acting S3, 1st Battalion, 181st Infantry, 26th Infantry Division, MAARNG, Worchester, Massachusetts; Assistant Professor of Military Science, Tuskegee Institute, Tuskegee, Alabama; Engineer Staff Officer, Headquarters State Area Command, MAARNG, Boston Massachusetts; Battalion Executive Officer, 1st Battalion, 181st Infantry, 26th Infantry Division, MAARNG, Worchester, Massachusetts; Range Development Planner, Headquarters State Area Command, MAARNG, Boston, Massachusetts; Major Training Areas Project Officer, Army National Guard Unit (ARNG) Training Branch, National Guard Bureau (NOB), Falls Church, Virginia; Assistant Professor of Military Science and Commandant of Cadets, Tuskegee University, Tuskegee, Alabama; Plans, Policy and Training Coordinator, Headquarters, Fort Devens, Massachusetts; Operational Readiness Evaluation Team Chief, Headquarters, First United States Army, Fort Meade, Maryland; Readiness Improvement Officer, ARNG Readiness Center, NGB, Arlington, Virginia; Staff Action Officer, Army Training Directorate, Office of the Deputy Chief of Staff for Operations and Plans (ODCSOPS), Headquarters, Department of the Army (HeadquartersDA), Pentagon, Washington, D.C.; ARNG Plans, Readiness, Operations and Training Directorate Liaison to the HeadquartersDA ODCSOPS, Pentagon, Washington, D.C.; Assistant Executive to the Director of the Army National Guard, NGB, Pentagon, Washington, D.C.; Deputy Chief , Readiness Division, NGB, ARNG Readiness Center, NGB, Arlington, Virginia; Deputy Director, Force Readiness, Office of the Assistant Secretary of Defense for Reserve Affairs, Washington, D.C.; Senior National Guard Advisor, Headquarters, United States Forces Korea and Eighth United States Army, Yongsan, Korea. | At the time of his induction, Colonel Winn was assigned as the Special Assistant to the Director of the Army National Guard for Strategic Planning, ARNG Readiness Center, NGB, Arlington, Virginia.