He graduated from Holyoke High School in Massachusetts in 1950. He also attended the Armed Forces Staff College, Command and General Staff College, and the Army War College.
He later went on to the United States Military Academy at West Point, graduating with his officers commission in 1954. He also received graduate degrees from Columbia University and the University of Heidelberg in Germany. His duties of assignment within the Army included overseeing the Advanced Armor School, tours at West Point as professor of German and later as Executive Tactical Officer of the 3rd Cadet Regiment.
Also, he accumulated two Vietnam tours, including one as an operations officer for the Army of the Republic of Vietnam"s High Command.
In this assignment, he worked with translators and executive officers of the 3rd Battalion, 4th Regiment of the 1st Air Cavalry Division. During his second tour, he commanded the 5th Battalion of the 7th Regiment of the 1st Air Cavalry Division.
While in Vietnam, Healy served with the now-famous Norman Schwarzkopf. He served on the Department of the Army staff in Washington, in the department of Personnel and Operations.
He also served in staff positions with Allied Forces Central Europe and at the international North Atlantic Treaty Organization Headquarters in Belgium.
He later became the Commanding General and Commandant of the Army War College in Carlisle Barracks, Pennsylvania. Healy retired at the rank of Lieutenant General. On December 9, 2004, Healy died after complications from cancer.
He is buried at Arlington National Cemetery.
Later, he became a member of the Military Assistance Command, Vietnam staff