Wainwright was married to Adele Holley Wainwright[?] (1887-1979).
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Wainwright was born at Fort Walla Walla, Washington[?] and was the son of Robert Powell Page Wainwright[?], a US Army officer who commanded a squadron at the Battle of Santiago[?] during the Spanish-American War. He graduated from West Point, in 1906, and was commissioned in the cavalry. He served with the 1st Cavalry Brigade[?] in Texas from 1906-08 and in the Philippines from 1908-10, where he saw combat on Jolo[?], during the Moro Rebellion[?]. Wainwright graduated from the Mounted Service School[?], Fort Riley, Kansas, in 1916 and was promoted to Captain. By 1917 he was on the staff of the first officer training camp at Plattsburg, New York[?].
In February 1918, he was ordered to France, during World War I. In June, he became Assistant Chief-of-Staff of the 82nd Infantry Division[?], with which he took part in the Saint Mihiel[?] and Meuse-Argonne Offensives[?]. As a temporary Lieutenant Colonel, he was assigned to occupation duty in Germany with the 3rd Army at Koblenz, Germany[?], from October 1918 until 1920. Having reverted to the rank of Captain, he was then promoted to Major.
After a year as an instructor at the Cavalry School at Fort Riley, he was attached to the General Staff from 1921-23 and assigned to the 3rd Cavalry Brigade[?], Fort Myer, Virginia[?], from 1923-25. In 1929, he was promoted to Lieutenant Colonel and graduated from the Command and General Staff School[?], Fort Leavenworth, Kansas[?], in 1931, and from the Army War College[?] in 1934. Wainwright was promoted to Colonel in 1935, and served as commander of the 3rd Cavalry until 1938, when he was promoted to Brigadier General in command of the 1st Cavalry Brigade[?] at Fort Clark, Texas[?].
In September 1940, Wainwright was promoted to Major General (temporary) and returned to the Philippines, by December, as commander of the Philippine Department. As the senior field commander of US/Filipino forces, he was responsible for resisting the Japanese invasion of the Philippines, which began in December 1941. Retreating from the beachhead[?] of Lingayen Gulf[?], his forces had withdrawn onto the Bataan Peninsula by January 1942, where they defended the entrance to Manila Bay.
On April 9, the 70,000 troops on Bataan surrendered.
In March, Wainwright was promoted to Lieutenant General (temporary). On May 5, the Japanese attacked Corregidor and on May 6, the 3,500 troops located there were also surrendered. By June 9, the Philippine Department had completely surrendered.
Wainwright was then held in prison camps in northern Luzon, Formosa, and Manchuria until his liberation by Russian troops in August 1945. After witnessing the Japanese surrender aboard the USS Missouri on September 2, he returned to the Philippines to receive the surrender of the local Japanese commander. He was later awarded the US Army Medal of Honor
In January 1946, Wainwright became the commander of the 4th Army[?], Fort Sam[?], Houston, Texas. He retired in August 1947.
General Wainwright is buried in Section 1 of Arlington National Cemetery and is one of the few people to have had their funeral held in the lower level of the Memorial Amphitheater[?].
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