Henry Sargent (baptized November 25, 1770 – February 21, 1845), American painter and military man, was born in Gloucester, Massachusetts. He was one of seven children born to Daniel and Mary (Turner) Sargent. He was the brother of author Lucius Manlius Sargent, and Daniel Sargent merchant and a nephew of American Revolutionary War soldier Paul Dudley Sargent, and a great-grandson of William Sargent, who received a grant of land at Gloucester in 1678.
Henry Sargent's father was a prosperous and public-spirited merchant. Henry was sent as a young boy to Dummer Academy, South Byfield, and then, the family having moved to Boston, he continued his studies under local teachers. After a period in the counting house of Thomas Handasyd Perkins, he continued his commercial apprenticeship with his father, but suddenly, as he was attaining his majority, without having previously shown special partiality for the arts of design, he determined to become an artist. An elder brother's efforts in this direction seem to have stimulated him, and his mother encouraged him. John Trumbull, who visited Boston in 1790, saw some of his work and found it promising.
In 1793 Sargent went to London, where he studied with Benjamin West and had courteous treatment from John Singleton Copley. A letter of Sargent's dated March 27, 1795 shows that he found living in London expensive and the painter's profession much depressed. He returned to Boston in 1799, still strongly conscious of "the apathy then existing towards the arts". Accordingly, in that same year he took a commission in the national army then being raised under the command of Alexander Hamilton. This service was brief, but it gave Sargent a taste for military life which motivated his long connection with the Massachusetts militia. In or shortly after 1799 he joined the Boston Light Infantry, which had been organized the year before and of which his brother, Daniel Sargent, was captain. Records of the adjutant-general's office in the Massachusetts State House show that Henry Sargent became first lieutenant of this company on October 1, 1804, and captain on March 31, 1807. Of a tall, thin, Yankee build, he was a handsome officer and an efficient drill master. During the War of 1812 his company aided in the fortification of Fort Strong, and on May 31, 1815, he was appointed aide-de-camp to the governor, with the rank of colonel. In 1812, 1815, 1816, and 1817 he was a member of the Massachusetts Senate.