[2] 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.
[3] A letter of Sargent's dated March 27, 1795[4] shows that he found living in London expensive and the painter's profession much depressed.
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.
An altar painting, The Christ Crucified, which Sargent made for the Holy Cross Church, Boston, won contemporary favor.
[9] Sargent's self-portrait is at the Museum of Fine Arts; his likenesses of Jeremy Belknap, D.D., and John Clarke, D.D., both friends of his parents, are at the Massachusetts Historical Society.
Continuing to paint at intervals down into old age, he was elected in 1840 an honorary member of the National Academy of Design and in 1845, president of the newly organized Boston Artists' Association.