praised by General Leonard Wood for the discipline his soldiers had and how efficient they were at performing their tasks. Filipino-American War After being mustered out of volunteer service, he was promoted to Lieutenant Colonel on July 5, 1899, while commanding the 19th Volunteer Infantry Regiment at Fort McPherson. Upon the outbreak of the Filipino-American War, Sargent departed for Manila on October 5, 1899, and arrived there on November 2 and initially fought the insurgents across Luzon. He then participated in the Battle of San Mateo where he witnessed the death of General Henry Ware Lawton and was commended by Major General Elwell Stephen Otis "for the skill and bravery he displayed in the difficult San Mateo affair" which made Sargent considered for a brevet within the Regular Army. He would serve his final post in the war as the Judge Advocate General of the Department of Southern Luzon from July 1900 to July 1901 before being honorably discharged on May 10, 1901. Later career Upon returning to the United States in July 1901, he would meet up with the 2nd Cavalry Regiment at Matanzas, Matanzas Province and would serve there as well as Fort Ethan Allen until the Summer of 1903 when he then became a professor of Military Science and Tactics at the Agricultural and Mechanical College of Texas from September 21, 1903, to September 15, 1907. He then commanded the 2nd Cavalry Regiment at Fort Des Moines and took part in the Ute Campaign of the fall of 1907. He then attended the War College of Washington, D.C. from August 1908 to November 1909 when he graduated and was promoted to Major of the 2nd Cavalry Regiment on January 8, 1909. He would then return to the Philippines to command Camp Overton, Lanao del Norte and Torrey Bks. from January 1910 to June 1911 when he returned to the United States on July. Sargent retired on November 17, 1911, due to disability contracted from duty. Sargent lived in Medford, Oregon from 1911 to November 1915 during which he was made a Councilman from 1914 to 1915 until his move to Jacksonville, Oregon when he was made the Chairman of the Progressive Party within Jackson County, Oregon from 1914 to 1915. Upon the American entry into World War I, Sargent re-enlisted in military service on June 27, 1916, and was recommended for promotion to Brigadier General by former