Although Singleton, like his uncles and sister, also painted miniatures, he did not adhere strictly to the genre. He exhibited at the Royal Academy, between 1784 and 1839, approximately 300 works, a large proportion of which were portraits, with scriptural subjects making up much of the remainder. He was for many years the Royal Academy's oldest living exhibitor. His works were also exhibited at the
British Institution from 1806 and at the
Society of British Artists from 1824 until his death in 1839. From the age of sixteen, Singleton worked as a professional portraitist. He attended the Royal Academy Schools from the age of seventeen and won the silver medal in 1784. His painting from
John Dryden’s ode
Alexander’s Feast won the gold medal in 1788. In 1793, Singleton was commissioned by the Royal Academy to paint a group portrait of forty of the academicians. Ironically, he never became a member or an associate of the Academy himself. Early in his career, Singleton was noted for large compositions from the
Bible,
Shakespeare or contemporary historical events. Although his portrait work was always in demand, he never achieved the great success as a historical painter that his early promise indicated.
Lord Nelson,
Admiral Vernon,
Lord Howe and
John "Mad Jack" Fuller are among his portrait sitters.
Paul I Granting Liberty to Kościuszko (1797) and ''The Death of
Captain Alexander Hood after Capturing the French 74
"L'Hercule", 21 April 1798'' are considered by some to be his best works. Shortly before his death, Singleton completed a series of cabinet pictures to illustrate the works of Shakespeare. Henry Singleton’s works are currently in the collections of the
British Museum, the
Victoria and Albert Museum, the
National Portrait Gallery (London), the
Scottish National Portrait Gallery,
Tate Britain, the
Ulster Museum, the
Royal Institution and the
Brighton Art Gallery. ==Gallery==