He exhibited at the Royal Academy and the New English Art Club, where he was elected a member in 1912 and later served as secretary.
He became an associate member of the Société Nationale des Beaux-Arts and was appointed by the king of Belgium as a knight of the Order of the Crown.
[3] In 1934, Shepherd was commissioned to paint a "conversation piece", a group portrait of the dons of University College, Oxford.
[4] When Shepherd died in May 1948, an obituary in The Times said of him that "His work was distinguished by good taste in feeling, colour, and arrangement, and virtuosity in execution.
"[3] A memorial exhibition of his paintings and watercolours was mounted at the Beaux Arts Gallery in 1949[5] In 1930 Shepherd married Charlotte, a daughter of G. H. Wollaston, but they had no children.